Month: July 2021

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. 363-51-9, name is 2-Chloro-6-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 363-51-9

To the solution of H(3-(trifiuoFomethyl phenyf)sulfonyl)indolirte-6-carboxyiic acid (50 mg, 0.13 mmol): in 1 mi of anhydrous THF at 0 C were added oxayl chloride (23 pL, 0.27 mmol) and a drop of DMF. The reaction was stirred at room temperature for l b. The completion of the reaction was monitored by HPLC, Upon completion, the solvent was removed in vacuo. To the crude residue was added 1 mL of anhydrous THF and 2~chloro-6-fiuoroaniline (78 mg, 0.54 mmol). The reaction was stirred at 55 C for 2h. The completion of the reaction was monitored by HPLC. Upon completion, the solvent was removed in vacuo. The crude product was purified by preparative HPLC (20-100% CH3CN/MeOH (1 :1 ) in H20 (0.01% TFA)) which provided after lyophilization 40 mg (60%) of the title compound as a colorless -solid; 1H NMR (400 MHz, CDCi3) 6 – 8 14 (d, J = 1.3 Hz, 1 H), 8.12 (s, 1 H), 8.02 {d, J – 7.8 Hz, 1 H), 7.85 (d, J ~ 7.1 Hz, 1 H), 7.67 – 7.61 (m, 2 H), 7.59 (s, 1 H), 7.32 – 7,21 (m, 3 H), 7.18 – 7.10 (m, 1 H), 4.02 (1, J – 8,5 Hz, 2 H), 3.03 (1, J = 8.5 Hz, 2 H). MS (Epsilon5Gamma) m/z; 499,02 [M+H+]

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 363-51-9.

Reference:
Patent; THE SCRIPPS RESEARCH INTITUTE; GRIFFIN, Patrick, R.; KAMENECKA, Theodore, M.; DOEBELIN, Christelle; CHANG, Mi, Ra; (109 pag.)WO2018/52903; (2018); A1;,
Chloride – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 870-24-6, name is 2-Chloroethanamine hydrochloride, A new synthetic method of this compound is introduced below., name: 2-Chloroethanamine hydrochloride

In a first reaction step, 3-chloroethylamine hydrochloride (73.86 g, 0.70 mol, 1.00 eq) is initially charged in ethanol (3.0 l) in a 4 l three-neck flask with precision glass stirrer, internal thermometer, dropping funnel and reflux condenser, and cooled to -78 C., and sodium ethoxide (226.83 g, 0.70 mol, 1.00 eq, 21% in ethanol) is added. 3-Isocyanatopropyl(triethoxysilane) (173.15 g, 0.70 mol, 1.00 eq) is then added dropwise at -78 to -70 C. within 3 h and then the mixture is heated to 50 C. Dry sodium sulphide (Na2S, 27.31 g, 0.35 mol, 0.50 eq) is added in five portions and the mixture is heated to reflux. After a reaction time of 4 h, the mixture is cooled to room temperature and the suspension is filtered. The filtrate is freed of the solvent on a rotary evaporator and dried under reduced pressure. The (EtO)3Si-CH2CH2CH2-NH-CO-NH-CH2CH2-S-CH2CH2-NH-CO-NH-CH2CH2CH2-Si(OEt)3 product (212.68 g, 98.8% of theory) is obtained as a yellow oil.

The synthetic route of 870-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Evonik Industries AG; Moser, Ralph; Mayer, Stefanie; (10 pag.)US2015/329571; (2015); A1;,
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Synthetic Route of 61881-19-4, A common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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.

Compound II – 1 (200 mg, 0 . 187 mmol), N – benzene three fluorine second grades acyl chloride (116 mg, 0 . 56 mmol, 3 eq) dissolved in 5 ml acetone, batches adding potassium carbonate (77 mg, 0 . 56 mmol, 3 eq), stirring at room temperature 1 hour (TLC detection consumption end), filtering, the filtrate turns on lathe does, column to obtain white solid (229 mg, yield 99%)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Lin Feng; Lu Rui; Xu Qiulong; Chen Jianli; Han Jine; (33 pag.)CN104231009; (2017); B;,
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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 63624-28-2 as follows. Application In Synthesis of 2,4-Dimethoxybenzene-1-sulfonyl chloride

620 mg of the compound obtained in step 15-1 (diastereoisomer mixture) was added under ice cooling and a nitrogen atmosphere to a 10 mL N,N-dimethylformamide solution of 67 mg of sodium hydride, and the reaction mixture was stirred for 40 minutes. After this, a 2 mL N,N-dimethylformamide solution of 400 mg of 2,4-dimethoxybenzenesulfonyl chloride was added dropwise. The reaction mixture was stirred for 30 minutes at the same temperature, after which 5 mL of ethyl acetate and 10 mL of a 5% potassium carbonate aqueous solution were added, and the reaction mixture was stirred at room temperature overnight. The precipitated solids were filtered off and separated and purified by column chromatography (silica gel 60, mobile phase: ethyl acetate/acetone = 99/1; v/v) to obtain two kinds of diastereoisomer of the titled compound in amounts of 184 mg (isomer A: colorless, amorphous) and 256 mg (isomer B: colorless, amorphous). Isomer A: [alpha]D25 = -225 (c = 0.187, chloroform) MS (ESI pos.) m/z : 612([M+H]+), (ESI pos.) m/z : 634([M+Na]+) 1 H-NMR (499 MHz, CDCl3) delta (ppm) ; 1.53 – 1.62 (m, 1 H), 1.85-1.98 (m, 1 H), 2.18 – 2.32 (m, 7 H), 2.75 (s, 3 H), 3.10-3.25 (m, 1 H), 3.55-3.86 (m, 9 H), 4.89-5.01 (br, 1 H), 5.21 – 5.39 (m, 1 H), 6.40 (d, J=1.8 Hz, 1 H), 6.58 (dd, J=9.0, 2.3 Hz, 1 H), 6.76 (d, J=7.9 Hz, 1 H), 6.85 – 6.97 (m, 2 H), 7.07 (dd, J=8.5, 1.2 Hz, 1 H), 7.17 – 7.24 (m, 1 H), 7.74 – 7.84 (m, 2 H), 8.15 (d, J=8.8 Hz, 1 H) Isomer B: [alpha]D25 =+142 (c = 0.240, chloroform) MS (ESI pos.) m/z : 612([M+H]+), (ESI pos.) m/z : 634([M+Na]+) 1 H-NMR (499 MHz, CDCl3) delta (ppm) ; 1.81 – 1.96 (m, 1 H), 2.11 – 2.23 (m, 4 H), 2.46 (s, 3 H), 2.62 (s, 3 H), 3.24 (s, 3 H), 3.36 – 3.49 (m, 1 H), 3.73 – 3.87 (m, 7 H), 4.06-4.11 (m, 1 H), 5.00 – 5.15 (m, 1 H), 6.47 (d, J=2.4 Hz, 1 H), 6.60 (dd, J=9.0, 2.3 Hz, 1 H), 6.66 – 6.73 (m, 2 H), 7.03 – 7.10 (m, 2 H), 7.18 – 7.24 (m, 1 H), 7.81 (d, J=8.2 Hz, 1 H), 8.15-8.25 (m, 2 H)

According to the analysis of related databases, 63624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1659121; (2006); 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

To a solution of 2,4-dichloropyrrolo[2,l-f [l,2,4]triazine (la) (3 g, 15.96 mmol, CASNo. 918538-05-3) in DMF (50 mL) under Ar atmosphere was added 1 -ethoxy vi nyltri -//-butylti n (7.07 mL, 20.74 mmol, CASNo. 97674-02-7) and bis(triphenylphosphine)Palladium(II)chloride (0.56 g, 0.8 mmol). The mixture was heated with stirring at 100 C for 30 min, cooled to room temp and diluted with EtOAc (150 mL). The reaction mixture was washed with water (50 mL), brine (30 mL), dried, filtered and concentrated in vacuum to dryness. The residue obtained was purified by flash column chromatography [silica (24 g), eluting with EtOAc in hexane from 0-50%] to afford 2-chl oro-4-(l -ethoxy vinyl)pyrrolo[2, l-f][l, 2, 4]triazine (lb) (2.2 g, 62 % yield) as an orange oil; NMR (300 MHz, DMSO-7e) d 8.23 (dd, J= 2.6, 1.4 Hz, 1H), 7.34 (dd, J= 4.7, 1.4 Hz, 1H), 7.11 (dd, j= 4.7, 2.6 Hz, 1H), 5.64 (d, 7= 2.4 Hz, 1H), 4.88 (d, J= 2.4 Hz, 1H), 4.03 (q, J= 7.0 Hz, 2H), 1.44 (t, J= 7.0 Hz, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 918538-05-3.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda; ZHANG, Weihe; LU, Pen-Cheng; WU, Minwan; LV, Wei; NGUYEN, Trung, Xuan; DANG, Zhao; CHINTAREDDY, Venkat, R.; KUMAR, V., Satish; RAMAN, Krishnan; (1223 pag.)WO2019/195720; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

4152-90-3, name is (3-Chlorophenyl)methanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: chlorides-buliding-blocks

General procedure: Amine (1 mmol), 2-aminothiophenol (2 mmol), BODIPY photosensitizer (0.01 mmol, 1.0 mol%), and acetonitrile (5 mL) were added to a dry 10-mL flask. The flask was pressurized with air (2 bar) and then heated to 50 C. The solution was then irradiated using a 35-W xenon lamp through a cutoff filter (0.72M NaNO2 aqueous solution, which is transparent for light >385nm, because lamps could emit a small amount of ultraviolet light). After the reaction was completed, the solvent was evaporated under reduced pressure. The crude product was further purified using column chromatography.

The synthetic route of 4152-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Zeyin; Yang, Weijun; Synthetic Communications; vol. 44; 21; (2014); p. 3189 – 3198;,
Chloride – Wikipedia,
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Electric Literature of 933190-51-3, The chemical industry reduces the impact on the environment during synthesis 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, I believe this compound will play a more active role in future production and life.

Preparation of 6-chloro-N-cyclopropylimidazo[1,2-b]pyridazin-8-amine To a solution of 8-bromo-6-chloroimidazo[1,2-b]pyridazine (1.00 g, 3.21 mmol, 1.0 equiv) and p-TSA (611 mg, 3.21 mmol, 1.0 equiv) in DMSO (10.0 mL) was added cyclopropylamine (1.13 mL, 16.1 mmol, 5.0 equiv) and heated to 100 C. for 24 h. Purification by column chromatography using 50% ethyl acetate in hexanes elution gave 536 mg of the white solid, 80%.

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, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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 60811-21-4, Product Details of 60811-21-4

To an oven dried 8 mL vial with teflon cap purged with N2 was added Zinc dust (298 mg, 4.56 mmol), DMF(1.5 mL), and iodine (57.8 mg, 0.228 mmol). To this mixture was added (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate (500 mg, 1.519 mmol), immediately followed by iodine (57.8 mg, 0.228 mmol).Pd2(dba)3 (69.6 mg, 0.076 mmol), 2-dicyclohexylphosphino-2?6-dimethoxybiphenyl (62.4 mg, 0.152 mmol)and 4-bromo-2-chloro-1-fluorobenzene (477 mg, 2.279 mmol) were then added and the reaction mixture wasallowed to stir at 50 C. for 3 hours. The crude mixture was diluted in 30 mL of EtOAc and DMF wasremoved with 4 aqueous washes. The organic phase was dried over anhydrous sodium sulfate. The solutionwas filtered and concentrated, and the crude product was purified by silica gel chromatography using 100%hexanes to 30% EtOAc/Hexanes. The desired product was obtained as a pale yellow oil, (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-fluorophenyl)propanoate (0.174 g, 35%). 1H NMR (400 MHz,chloroform-d) delta 7.27 (s, 1H), 7.17 (dd, J=6.9, 1.4 Hz, 1H), 7.11-6.93 (m, 1H), 5.03 (d, J=6.8 Hz, 1H), 4.55(d, J=6.4 Hz, 1H), 3.73 (s, 3H), 3.19-3.04 (m, 1H), 2.98 (dd, J=13.9, 5.9 Hz, 1H), 1.49-1.37 (m, 10H).

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, 4-Bromo-2-chloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Chloride – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, A new synthetic method of this compound is introduced below., Product Details of 1996-30-1

2-Fluoro-5-chlorobromobenzene 18a (11.0 g, 52.8 mmol), ethynyltrimethylsilane (7.7 g, 79 mmol) and triethylamine (60 mL) were mixed together, and then cuprous iodide (100 mg, 0.53 mmol) and ditriphenylphosphine palladium chloride (1.86 g, 2.65 mmol) were added, the reaction mixture was heated to 80 C. under a nitrogen atmosphere and stirring was continued for 4 hours, after the reaction was completed, the solvent was removed from the solution under reduced pressure, the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=100/1), so as to obtain the title product ((2-fluoro-5-chlorophenyl)ethynyl)trimethylsilane 18b (11.0 g, yellow oily substance), and the yield was 90%. 1H NMR (400 MHz, CDCl3) delta 7.45 (dd, J=6.0, 2.7 Hz, 1H), 7.28-7.22 (m, 1H), 7.02 (t, J=8.8 Hz, 1H), 0.29 (s, 9H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BEIJING INNOCARE PHARMA TECH CO., LTD.; Chen, Xiangyang; Gao, Yingxiang; Kong, Norman Xianglong; (59 pag.)US2019/210997; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 622-86-6, These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, 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.

2-(4-Nitrophenyl) butanoic acid (1.66 g, 7.9mmol) was dissolved in trifluoroacetic anhydride (1.1 mL, 7.9 mmol), then(2-chloroethoxy)benzene (1.0 ml, 7.2 mmol) was added dropwise. The resultingmixture was allowed to stir at room temperature overnight. The reaction mixture was poured into saturatedaqueous sodium bicarbonate solution (50 mL) and extracted with ethyl acetate (2x 50 mL). The combined organic phases were driedover anhydrous magnesium sulfate and concentrated on a rotaryevaporator. The resulting residue waspurified by chromatography on silica gel (ethyl acetate/hexane) to afford 1.49g (59%) of the desired compound as a white solid. 1HNMR (400 MHz, CDCl3) delta8.21 (d, J = 8.8 Hz, 2H), 7.96 (d, J = 8.9 Hz, 2H), 7.51 (d, J = 8.8 Hz, 2H),6.93 (d, J = 9.0 Hz, 2H), 4.56 (t, J = 7.3 Hz, 1H), 4.28 (t, J = 5.8 Hz 2H), 3.83 (t, J = 5.8 Hz, 2H),2.26 (m, 1H), 1.78 (m, 1H), 0.94 (t, J = 7.4 Hz, 3H); MS (ESI) (m/z) 348.1/350.1(M+H)+.

Statistics shows that (2-Chloroethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 622-86-6.

Reference:
Article; Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
Chloride – Wikipedia,
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