Category: 2106-04-9

Reference of 2106-04-9, The chemical industry reduces the impact on the environment during synthesis 2106-04-9, name is 3-Chloro-2-fluoroaniline, I believe this compound will play a more active role in future production and life.

Example 7; (2S,4R)-4-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}oxy)-N,l- dimethylpiperidine-2-carboxamide; The title compound was prepared as shown in Scheme DExample 7 (15)Scheme D (25,42?)-4-({4-[(3-cMoro-2-fluorophenyl)amiQo]-7-methoxyquinazolin~6-yl}oxy)-l- methylpiperidine-2-carboxylic acid (15) (145mg, 0.32mmol) was dissolved in DMF (10ml) under nitrogen. Triethylamine (0.13ml, 0.95mmol) was added, followed by DEPEA (0.055ml, 0.32mmol) and methylamine hydrocMoride (0.043g, 0.63mmol). The mixture was cooled in an ice/water bath and HATU (180mg, 0.47mmol) was then added portionwise such that the temperature remained < 1O0C. The reaction mixture was stirred at room temperature overnight and evaporated to dryness. The residues were dissolved in EtOAc, washed with water (10ml), brine (10ml), dried over MgSO4, filtered and evaporated. The crudes were purified by column chromatography eluting with increasingly polar mixtures of methylene chloride/methanol (100/0-90/10). Fractions containing the desired product were combined and evaporated. The resulting solids were dissolved in methanol, loaded onto an SCX column and eluted with MeOH (20ml) followed by 7N NH3 in MeOH. Appropriate fractions were combined and evaporated to give the title product as a white solid (69mg, 40%): 1H NMR Spectrum: (DMSO-dg) deltal.63 - 1.69 (2H, m), 2.15 - 2.21 (6H, m), 2.55 - 2.62 (4H, m), 2.93 - 2.98 (IH, m), 3.94 (3H, s), 4.43 - 4.51 (IH, m), 7.23 (IH, s), 7.28 - 7.33 (IH, m), 7.49 - 7.56 (2H, m), 7.68 - 7.72 (IH, m), 7.86 (IH, s), 8.39 (IH, s), 9.57 (IH, s); Mass Spectrum: (M+H)+ 474.The starting material (25,4i?)-4-({4-[(3-cMoro-2-fluorophenyl)arnino]-7- methoxyquinazoHn-6-yl}oxy)-l-methylpiperidine-2-carboxync acid (15) was prepared as follows:(2S, 4S)-N Boc-4-hydroxy pirhoeridine-2 carboxylic acid benyzlamine salt (0.5g) was dissolved in methanol and loaded onto a SCX column. This was eluted with methanol (20ml). The combined filtrates were evaporated in vacuo to give a gum (405mg). This was dissolved in DMF (5ml). Iodomethane (0.107ml, 1.7mmol) was added and the resulting mixture cooled to 00C. Cesium carbonate (647mg, 1.98mmol) was added in one portion and the mixture stirred overnight at room temperature. The reaction mixture was partitioned between water (10ml) and DCM (3xlthetaml). The combined organics were washed with brine (10ml), dried over MgSO4, filtered and evaporated to give 1-tert-bntyl 2-methyl (IS, AS)A- hydroxypiperidine-l,2-dicarboxylate (11) as a clear gum (347mg, 81%): 1H NMR Spectrum: (CDCl3) 51.39 - 1.50 (1OH, m), 1.60 - 1.66 (IH, m), 1.86 - 1.96 (2H, m), 2.40 - 2.49 (IH, m), 2.96 - 3.10 (IH, m), 3.65 (IH, t), 3.73 (3H, s), 3.95 - 4.18 (IH, m), 4.82 - 5.06 (IH, m). A solution of DEAD (0.329ml, 2.08mmol) in DCM (2ml) was added to as stirred suspension of 4-chloro-7-methoxyquinazohn-6-ol (283mg, 1.74mmol prepared as described in Example 16 of WO03/082831), 1-te/t-butyl 2-methyl (2S,4S)~4-hydroxypirhoeridine-l,2- dicarboxylate (11) (450mg, 2.08mmol) and triphenylphosphine (547mg, 2.098mmol) in DCM (10ml), such that the internal temperature remained < 3O0C. The reaction mixture was stirred overnight and evaporated to dryness. The residues were purified by column chromatography on SiO2 eluting with increasingly polar mixtures of DCM/methanol (100/0-95/5). The fractions containing the desired product were combined and evaporated to give 1-fetaut-butyl 2- methyl (25,4i?)-4-[(4-chloro-7-methoxyquinazohn-6-yl)oxy]piperidine-l,2-dicarboxylate (12) as a gum (478mg, 79%): 1H NMR Spectrum: (DMSO-d6) deltal.39 - 1.46 (1OH, m), 1.73 - 1.84 (IH, m), 1.92 - 2.03 (IH, m), 2.10 - 2.18 (IH, m), 2.60 - 2.69 (IH, m), 3.15 - 3.40 (3H, m), 3.74 - 3.85 (IH, m), 4.01 (3H, s), 4.61 - 4.73 (IH, m), 5.06 (IH, s), 7.43 (IH, s), 7.47 (IH, s), 8.89 (IH, s), 8.97 (IH, s); Mass Spectrum: (M+H)+452. l-te^butyl 2-methyl (25',4i2)-4-[(4-cliloro-7-metlioxyquinazolialpha-6-yl)oxy]piperidiiie- 1,2-dicarboxylate (12) (0.45g, l.Ommol) was dissolved in MeCN (11ml) under nitrogen. 3- Chloro-2-fluoro aniline (153mg, 1.05mmol) was then added followed by 4M HCl in dioxane (1.2ml). The resulting mixture was heated overnight at 6O0C. The reaction mixture was cooled to -80C and the resulting solids collected "by filtration and washed with diethylether. The solids were dissolved in methanol, loaded onto an SCX column and eluted with methanol followed by 7N NH3 in MeOH. Appropriate fractions were combined and evaporated. The residues were purified by column chromatography on SiO2 eluting with increasingly polar mixtures of DCM/methanol (100/0-95/5). The fractions containing the desired product were combined and evaporated to give methyl (25r,4i?)-4-({4-[(3-chloro-2-fluorophenyl)amino]-7- methoxyquinazonn-6-yl}oxy)piperidine-2-carboxylate (13) as a clear gum (316mg, 69%): 1H NMR Spectrum: (DMSO-d6) 51.45 - 1.58 (2H, m), 2.02 - 2.11 (IH, m), 2.32 - 2.40 (IH, m), 2.57 - 2.67 (IH, m), 3.08 - 3.13 (IH, m), 3.42 - 3.48 (IH, m), 3.64 (3H, s),... In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Chloro-2-fluoroaniline, other downstream synthetic routes, hurry up and to see. Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/90163; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-04-9, name is 3-Chloro-2-fluoroaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2106-04-9, Recommanded Product: 2106-04-9

8.5 ml phosphorus oxychloride are added dropwise to 17 g 3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4.5]decan-8-yl-oxy)-7-methoxy-quinazoline in 120 ml acetonitrile and the mixture is heated to an internal temperature of 40 C. Then 13 ml triethylamine are added dropwise and the reaction mixture is refluxed for 2 hours. The mixture is cooled to ambient temperature, combined with 3.6 ml triethylamine and then 7.5 ml of 3-chloro-2-fluoro-5-aniline in 10 ml acetonitrile are added dropwise thereto. The reaction mixture is heated to 40 C. for 5 hours, then cooled and the precipitate is suction filtered. The solid is combined with a mixture of 1M hydrochloric acid and 6M isopropanolic hydrochloric acid and stirred for 24 hours. The precipitate is suction filtered, again combined with a mixture of 1M hydrochloric acid and 6M isopropanolic hydrochloric acid and stirred for 6 hours. The precipitate is suction filtered and divided between 1M sodium hydroxide solution and dichloromethane. The organic phase is separated off, dried and evaporated down. Yield: 17 g (80% of theory) Mass spectrum (ESI+): m/z=416, 418[M+H]+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/115825; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2106-04-9, A common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 19. 1-Methyl-4- (3-chloro-2- fluorophenylamino) piperidine; Combine 3-chloro-2-fluoroaniline (4. 37 g, 30 mmol), 1-methylpiperidin-4-one (3.39 g, 30 mmol), sodium triacetoxyborohydride (5.26 g, 33 mmol), and acetic acid (5.4 g, 90 mmol) and stir at room temperature overnight. Partition the reaction mixture between dichloromethane and saturated aqueous NaCl containing NH40H, dry over anhydrous sodium sulfate, evaporate and purify on a silica gel columnn (110 g), using a gradient of dichloromethane-2M NH3 in methanol to give 2.34 g of the title compound (32% yield): mass spectrum (ion spray): m/z = 243 (M+1) ; 1H NMR (CDC13) : 6.88 (ddd, lH), 6.63 (ddd, 1H), 6.56 (dd, 1H), 3.85 (br d, 1H), 3.28 (m, 1H), 2.80 (m, 2H), 2.30 (s, 3H), 2.13 (m, 2H), 2.04 (m, 1H), 1.53 (m, 2H). (file: mn4-b6k-284-2)

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/35499; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2106-04-9, name is 3-Chloro-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2106-04-9

Step 6. Preparation of N’-(3-chloro-2-fluoro-phenyl)-N,N-dimethyl-formamidine (compound (XII)).; 3-chloro-2-fluroaniline (5.30 g, 35.29 mmoles) was dissolved in 2- methyltetrahydrofuran (52.94 g). To this N,N-dimethylformamide dimethyl acetal (6.07 g, 49.41 mmoles) and acetic acid (0.11 g, 1.76 mmoles) were added. The resulting reaction mixture was heated, with stirring, to 76 0C for 3 hours. Following this the solvent was removed in vacuo at 400C to give compound (XII) as a yellow oil (6.60 g, 93% yield); IH NMR Spectrum (400 MHz, DMSO-d6) delta ppm 2.74 (s, 0.29H), 2.89 (s, 0.31H), 2.94 (s, 2.75H), 3.03 (s, 2.66H), 3.34 (br s, 0.70H), 5.48 (s, 0.06H) 6.91-7.10 (m, 3H), 7.79 (s, 1 H), 7.96 (s, 1 H). The NMR data above includes signals for N,N-dimethylformamide dimethyl acetal which is present in a 0.06 molar equivalence. The signals pertaining to N5N- dimethylformamide dimethyl acetal are at delta ppm shifts of 3.75, and 6.90-6.95. The signal at delta ppm 3.35 is due to residual water. Mass Spectrum (by LCMS EI): m/z (M+H)+ 201.2.

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BOARDMAN, Kay, Alison; CUNNINGHAM, Oliver, Robert; GOUNDRY, William; LAFFAN, David, Dermot, Patrick; WO2010/122340; (2010); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2106-04-9 as follows. HPLC of Formula: C6H5ClFN

Example 3; Step 1; A round bottom flask was charged with 1 eq of 3-chloro-2-fluoroaniline (3A), 1-methyl-2-pyrrolidinone (about 1.5 M 3A in NMP), 2.2 eq of sodium cyanide, and 1.35 eq of nickel(II) bromide at RT under N2. The concentration was halved by the introduction of additional NMP under N2 and the solution was gently warmed to 200+/-5 C. and stirred for 4 days under N2. The reaction mixture was allowed to cool to room temperature. The reaction mixture was diluted with 30 volumes of tert-butyl methyl ether (MTBE) and filtered through celite. The celite pad was then rinsed with 10 volumes of MTBE. The organics were washed with 40 volumes of brine, 2×40 volumes of water and 40 volumes of brine. The combined organics were dried over sodium sulfate and concentrated to afford a brown solid, which was dried under vacuum (-30 in Hg) at 40 C. for 8 hours to afford the compound of Formula 3B (71% yield).

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Morgan, Bradley Paul; Muci, Alex; Lu, Pu-Ping; Kraynack, Erica Anne; Tochimoto, Todd; Morgans, David J.; US2006/14761; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2106-04-9 as follows. Formula: C6H5ClFN

Preparation of compound 18[00187] A solution of compound 17 (5g, 0.034mol) in DMF (50mL) was added a DMF solution (50mL) of NBS (6.05 g, 0.034 mol) drop-wise at room temperature. After 16h, the reaction mixture was diluted with ethyl acetate (lOOmL) and washed with brine (2xl00mL). The separated organic phase was dried over Na2S04 and concentrated to give the title compound 18 as an oil (5.0g, 65% yield). ESI-MS (M+H)+: 223.92.

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TONG, Youzhi; WO2011/29392; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2106-04-9, name is 3-Chloro-2-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Chloro-2-fluoroaniline

Step 64.2: 5-r(3-Chloro-2-fluoro-phenylamino)-(4-chloro-2-methyl-phenyl)-1-isopropyl-2-(2- methoxy-phenyl)-1 H-imidazole-4-carboxylic acid methyl ester Intermediate D (620 mg, 1.45 mmol) was dissolved in DCM (15 mL). TEA (366 mg, 0.5 mL, 3.61 mmol) and MsCI (331 mg, 2.90 mmol) were added and the reaction mixture was stirred at rt for 6 h. All volatiles were removed under reduced pressure and the residual crude mesylate re-dissolved in DCM (10 mL). 3-Chloro-2-fluoro aniline (310 mg, 2.13 mmol) was added and stirring continued at rt for 16h. The solvent was evaporated under reduced pressure. EtOAc (10 mL) and TEA (0.5 mL) were added and the mixture stirred for 5 min at rt. The white precipitate was filtered off and the filtrate concentrated to give the crude product which was purified by flash chromatography (heptanes/EtOAc, 100:0? 1 :1 ) to give the title compound. tR: 1.42 min (LC-MS 2); ESI-MS: 556.3/558.3 [M+H]+ (LC-MS 2).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2106-04-9, name is 3-Chloro-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Chloro-2-fluoroaniline

4. 0M HCI in Dioxane (4.0 ml) was added to a stirred suspension of 7- (benzyloxy)-4- chloro-6-methoxyquinazoline (CAS Registry NOL62364-72-9, prepared as described in W098/13354, Example 1) (60 g, 0.2 mol) and 3-CHLORO-2-FLUOROANILINE (31.96 g, 0.22 mol) in acetonitrile (1200 ml). The reaction mixture was heated at 80C for 1 hour then left to stand overnight. Acetonitrile (500 ml) was added and the resulting precipitate filtered, washed with acetonitrile (3 x 500 ml) and dried under vacuum to give 7- (BENZYLOXY)-N- (3-CHLORO-2- fluorophenyl) -6-methoxyquinazolin-4-amine hydrochloride as a beige solid (85.45 g, 96%);

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26150; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2106-04-9,Some common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 1 (4S)-4- ({4-[(3-Chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}oxy)-N- cyclopropyl-1-methyl-D-prolinamide Example 1 HATU (0.23g) was added to an agitated solution of (4Y)-4- ( {4- [ (3-CHLORO-2- fluorophenyl) AMINO]-7-METHOXYQUINAZOLIN-6-YL} OXY)-1-METHYL-D-PROLINE (7) (0.18g), cyclopropylamine (34.4mg) and DIPEA (156mg) IN METHYLENE CHLORIDE (5M1). After 16hrs the reaction mixture was reduced in vacuo. The residues were re-dissolved in methylene chloride and washed with sodium hydroxide solution (2M) and water. The organic phase was then purified by column chromatography on silica eluting with increasingly polar mixtures of METHANOL/METHYLENE CHLORIDE (0/100-10/90). THE fractions containing the desired product were combined and evaporated to a foam which was triturated with diethylether to give the title compound as a white solid. (0. 15G). LH NMR Spectrum : (DMSO d6) 0.40-0. 48 (m, 2H), 0.57-0. 64 (M, 2H), 2.05-2. 14 (M, 1H), 2.28 (s, 3H), 2.33-2. 45 (M, 1H), 2.48-2. 56 (M, 1H + DMSO), 2. 61-2. 70 (M, 1H), 3.08 (t, 1H), 3.64 (dd, 1H), 3.94 (s, 3H), 5.06 (M, 1H), 7.20 (s, 1H), 7.28 (t, 1H), 7.44-7. 56 (M, 2H), 7.65 (s, 1H), 7.87 (d, 1H), 8.35 (s, 1H), 9.63 (s, 1H); Mass SPECTRUM : (M+H) + 486. 44 The starting material 1, 2-PYRROLIDINEDICARBOXYLIC acid, 4-hydroxy-, 1- (1, 1-DIMETHYLETHYL) 2- methyl ester, (2R, 4R) (2) was prepared as follows: 1- [3- (DIMETHYLAMINO) PROPYL]-3-ETLIYLCARBODIIMIDE hydrochloride (14.73 g) was added to a stirred suspension of 1, 2-PYRROLIDINEDICARBOXYLIC acid, 4-hydroxy-, l- (l, l-dimethylethyl) ester, (2R, 4R) (1) (13.65 g), DIMETHYLAMINOPYRIDINE (21.65 g) and methanol (5.67 g) in methylene chloride (400 ml) and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was washed with citric acid (1.0 M), saturated aqueous sodium bicarbonate solution and saturated brine, dried over MgSO4, filtered and evaporated. The residues were then purified by column chromatography on silica eluting with increasingly polar mixtures of METHANOL/METHYLENE chloride (1/99-5/95). The desired product fractions were combined and evaporated to give 1, 2-PYNOLIDINEDICARBOXYLIC acid, 4-hydroxy-, L- (L, L-DIMETHYLETHYL) 2- methyl ester, (2R, 4R) (2) as a white crystalline solid, (5.9 g). 1H NMR Spectrum : (DMSO d6) 1.32 + 1.38 (2s, 9H), 1.76-1. 87 (M, 1H), 2.24-2. 28 (M, 1H), 3.06-3. 15 (M, 1H), 3.42- 3. 51 (m, 1H), 3.60 + 3.63 (2s, 3H), 4.15-4. 24 (M, 2H), 4.92-5. 00 (M, 1H). Starting material 1, 2-Pyrrolidinedicarboxylic acid, 4-hydroxy-1- (1, 1-dimethylethyl) ester, (2R, 4R), (1), (Boc-D-cis-hyp-OH) is commercially available Starting material (3) was prepared as follows: 6-Acetoxy-4-chloro-7-methoxyquinazoline, (Example 25-5 of in W001/66099 ; 10. 0g, 39.6 MMOLE) was added in portions to a stirred 7N methanolic ammonia solution (220 ML) cooled to 10C in an ice/water bath. After stirring for one hour the precipitate was filtered, washed with diethylether and dried thoroughly under high vacuum to give 4-chloro-7- METHOXYQUINAZOLIN-6-OL (3) (5.65g, 67.8%) ; 1H NMR Spectrum : (DMSO d6) 3.96 (s, 3H); 7.25 (s, 1H); 7.31 (s, 1H); 8.68 (s, 1H) ; Mass Spectrum: (M+H) + 211. The starting material (4) was prepared as follows: Di-ethyl azodicarboxylate (5.71g) was added slowly to a stirred suspension of 1,2- PYNOLIDINEDICARBOXYLIC acid, 4-hydroxy-, L- (L, L-DIMETHYLETHYL) 2-methyl ester, (2R, 4R) (2) (5.9g), 4-CHLORO-7-METHOXYQUINAZOLIN-6-OL (3) (4.6g) AND TRIPHENYLPHOSPHINE (8.6g) in methylene chloride (400 ML) at 25C under an atmosphere of nitrogen and the reaction mixture was stirred for 2 hours. The reaction mixture was then evaporated to ½ volume and purified by column chromatography on silica eluting with increasingly polar mixtures of METHANOL/METHYLENE chloride (1/99-3/97). The desired product fractions were combined and evaporated to give 1-tert-butyl 2-methyl (2R, 4S)-4-[(4-chloro-7-methoxyquinazolin-6- yl) oxy] pyrrolidine-1, 2-dicarboxylate (4) as a pale yellow gum. This was used in the preparation of (5) without further purification. The starting material methyl (4S)-4-({4-[(3-CHLORO-2-FLUOROPHENYL) AMINO]-7- METHOXYQUINAZOLIN-6-YL} OXY)-D-PROLINATE HYDROCHLORIDE (5) was prepared as follows: 4. 0M HCl in Dioxane (15 ml) was added to a suspension of 1-tert-butyl 2-methyl (2R, 4S)-4- [(4-chloro-7-methoxyquinazolin-6-yl0 oxy] pyrrolidine-1, 2-dicarboxylate (4) AND 3-CHLORO-2- fluoroaniline (2.89g) in acetonitrile (400 ML) and the reaction mixture was stirred and heated at 70C for 3 hours. The resulting precipitate was filtered hot and washed with acetonitrile and diethylether and dried under vacuum to give methyl (4S)-4- (14- [ (3-CLILORO-2- FLUOROPHENYL) AMINO]-7-METHOXYQUINAZOLIN-6-YL} OXY)-D-PROLINATE HYDROCHLORIDE (S) as an off- white solid, (6. 3G). TH NMR Spectrum : (DMSO D6) 2.46-2. 60 (M, 2H), 3.37-3. 46 (M, 1H), 3.71 (s, 3H), 3.89-3. 98 (m, 4H), 4.53 (t, 1H), 5.42 (M, 1H), 7.29 (t, 1H), 7.38-7. 48 (M, 2H), 7.55 (t, 1H), 8.64 (s, 1H), 8.75 (s, 1H)…

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-fluoroaniline, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/30757; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2106-04-9,Some common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

3-chloro-2-fluoroaniline (0.239 mL, 2.17 mmol) was added to a stirred suspension of methyl 8-(l-bromoethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylate (215 mg, 0.54 mmol) dissolved in DCM (3 mL) at room temperature. The resulting suspension was stirred for 16 hrs then the temperature was increased to 50C for 16 hrs. The crude product was purified by flash chromatography on silica gel eluting with 5% methanol in DCM. The solvent was evaporated to dryness to afford methyl 8-(l-(3-chloro-2- fluorophenylamino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylate (206 mg, 82 %) as a white solid. Mass Spectrum: M+H+ 461.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-2-fluoroaniline, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BARLAAM, Bernard, Christophe; DEGORCE, Sebastien, Louis; LAMBERT-VAN DER BREMPT, Christine, Marie, Paul; MORGENTIN, Remy, Robert; PLE, Patrick; WO2011/51704; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics