Month: September 2021

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 112581-77-8 as follows. Computed Properties of C6H3Cl2N3

Reference Example 1 Into a 500 mL four-necked separable flask purged with nitrogen, 20.17 g of 2,6-dichloroimidazo[1,2-b]pyridazine (content: 99.2% by weight) and 190.5 g of xylene were charged to prepare a xylene solution containing 2,6-dichloroimidazo[1,2-b]pyridazine. The solution obtained by mixing 4 mL of xylene and 0.22 g of 1,3-bis(diphenylphosphino)propane and 0.62 g of a toluene solution of nickel naphthenate (II) (content: 5% by weight) were mixed to prepare a solution containing a nickel catalyst. The xylene solution containing 2,6-dichloroimidazo[1,2-b]pyridazine and the solution containing a nickel catalyst were mixed, and to the resultant mixture, 63.4 g of a tetrahydrofuran solution of n-propylmagnesium bromide (content: 22.2% by weight) was added dropwise over about 2 hours at an inner temperature of 20 to 30C to effect reaction. After completion of the reaction, the reaction mixture was added dropwise into a mixture of 40.4 g of 3% by weight aqueous sulfuric acid solution and 1 g of Radiolite (which was manufactured by Showa Chemical Industry Co., LTD.). After that, the resultant mixture was stirred and filtrated. The organic layer was separated from the filtrate obtained and washed twice with about 40 g of water. The organic layer after washing was concentrated to obtain 20.9 g of 6-n-propyl-2-chloroimidazo[1,2-b]pyridazine (purity: 93.2%). Yield: 94%

According to the analysis of related databases, 112581-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1932846; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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. Recommanded Product: 2106-02-7

Into a 20-L 4-neck round flask was placed a solution of 2-chloro-4- fluorobenzenamine (1300 g, 8.82 mol, 1.00 equiv, 99%) in toluene (10 L), 4- methylbenzenesulfonic acid (3.1 g, 17.84 mmol, 99%), and hexane-2,5-dione (1222.5 g, 10.62 mol, 1.20 equiv, 99%). The resulting solution was heated to reflux for 1 h in an oil bath and cooled. The pH value of the solution was adjusted to 8 with sodium carbonate (1 mol/L). The resulting mixture was washed with 1×5000 mL of water and concentrated under vacuum. The crude product was purified by distillation and the fraction was collected at 140 0C to afford l-(2- chloro-4-fluorophenyl)-2,5-dimethyl-lH-pyrrole (1700 g, yield: 85%).

The synthetic route of 2-Chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; WENGLOWSKY, Steven Mark; WO2011/25947; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 53531-69-4, A common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, molecular formula is C7H6BrClO2S, 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.

To a solution of (4-bromo-phenyl)-methanesulfonyl chloride (1.4 g, 5.2 mmol) in DCM (20 mL) at room temperature was added pyridine (1.26 mL, 15.6 mmol) followed by 3-chloroaniline (1.1 mL, 10.4 mmol) and the reaction was stirred at room temperature for 3 hours. 1 M aqueous HCl was added and then extracted with DCM, filtered through a separator, concentrated, dry loaded onto silica and purified by silica gel column chromatography (0-100% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol). 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 2H), 7.26 (m, 1H), 7.13-7.15 (m, 4H), 6.96-6.98 (m, 1H), 6.31 (s, 1H), 4.31 (s, 2H).

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; GENENTECH, INC.; Fauber, Benjamin; Rene, Olivier; Bodil van Niel, Monique; Gaines, Simon; Killen, Jonathan; Ward, Stuart; US2014/163024; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H16Cl2

(1) Synthesis of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene (b) The synthesis process is as set forth in the chemical reaction formula below. Into anhydrous toluene (10 mL) were added aluminum chloride (200 mg, 1.5 mmol), 2,5-dichloro-2,5-dimethylhexane (4.70 g, 25.7 mmol) followed by stirring at room temperature for 24 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The yield was 4.90 g (94%). 1H-NMR (500 MHz, CDCl3) delta 7.20 (d, 1H, J=8.0 Hz), 7.10 (d, 1H, J=1.2 Hz), 6.95 (dd, 1H, J=6.5, 1.2 Hz), 2.29 (s, 3H), 1.67 (s, 4H), 1.28 (s, 6H), 1.26 (s, 6H).

The synthetic route of 6223-78-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baba, Masanori; Hashimoto, Yuichi; US2011/172185; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, 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 7781-10-4, Computed Properties of C7H6ClN3

A mixture of (5)-tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)-2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (99 mg, 0.197 mmol), 4-chloro-7-methyl- 7H-pyrrolo[2,3-dlpyrimidine (synthesis previously described I Med. Chern., 2012,55, 7193) (30 mg, 0.179 mmol), Pd(Ph3P)4 (10.34 mg, 8.95 imol) and 2M aq. solution of potassium phosphate (0.269 mL, 0.537 mmol) in 1,4-dioxane (4 mL) was purged with nitrogen and heated at 100 C for 12h. The reaction mixture was diluted with ethyl acetate (25 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to obtain cmde residue. The residue waspurified by silica gel chromatography (5-10% ethyl acetate in hexanes) to afford (5)- tert-butyl (2,4-dimethyl- 1 -(4-(7-methyl-7H-pyrrolo[2,3-djpyrimidin-4-yl)-2 (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (80 mg, 0.115 mmol, 64% yield) asbrown gummy solid. LCMS (ESI) rn/c 507.3 [(M+H), calcd for C26H33F3N403 507.21; LC/MS retention time (method B): tR = 1.06 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); 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. 39989-43-0, name is 3,5-Dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H7Cl2N

Dichlorobenzylamine (117 mg) was added to a solution of intermediate 36 (180 mg) in drydichloroethane (5 mL) under a Nitrogen atmosphere. After stirring for 1 h at r. t. NaBH (OAc) 3 (169 mg) was added and the resulting mixture was stirred at r. t. overnight. Then it was diluted with DCM, washed with an aqueous saturated sodium hydrogen carbonate solution, dried and concentrated in vacuo to give a crude oil, which was purified by flash chromatography (Biotage Flash 25M, CH/AcOEt 4: 1). The two fractions corresponding to products with Rf=0.36 and Rf=0.50 (CH/AcOEt 1: 1, detection with ninhydrine) were collected to give, after evaporation, an oil (40 mg) which was then dissolved, under a Nitrogen atmosphere, in dry MeOH (5 mL) and to which sodium methoxide (4.5 mg) was added. The mixture was refluxed for 5 h, then it was allowed to cool to r. t. and solvent was removed in vacuo. The residue was dissolved in AcOEt, washed with an aqueous saturated sodium hydrogen carbonate solution, dried and concentrated in vacuo. The crude product thus obtained was purified by flash chromatography (CH/AcOEt 9: 1) to give the title compound (35 mg) as a colourless oil. T. I. c.: CH/AcOEt 1: 1, Rf=0.5 (detection with ninhydrine). NMR(CDCI3) :6 (ppm) 7.31 (dd, 2H); 7.2 (t,1H) ; 6.98 (t, 2H); 6.83 (d, 2H); 4.25 (d,1H) ; 4.04 (d, 1H) ; 3.76 (b, 2H); 3.01 (td, 1H) ; 2.88 (m, 1H) ; 2.82 (bm, 1H) ; 2.63 (dd, 1H) ; 2.41 (b, 1H) ; 2.18 (bd, 1H) ; 2.05-2. 15 (m, 2H); 1.94 (b, 1H) ; 1.81 (b, 1H) ; 1.69 (m, 1H) ; 1.4 (s, 9H). MS (ES/+): m/z=543 [M+Na] +.

The synthetic route of 39989-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/49600; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, molecular formula is C6H3ClF2O2S, 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. COA of Formula: C6H3ClF2O2S

To a 250 mL Erlenmeyer flask were added 3,5-difluorobenzenesulfonyl chloride (5.00 g, 23.5 mmol) and 50 mL of dichloromethane. A 26% solution of diethylamine (5.0 mL, 52.7 mmol) in water was added to the flask followed by DI water (40.0 mL). The solution was heated to 40 C for 24 h with vigorous stirring. The reaction mixture was then extracted twice with 25 mL portions of dichloromethane and the organic layer was subsequently washed with 50.0 mL of 5% HCl solution, DI water, 50.0 mL of 0.1 M NaOH solution, and finally water. The organic layer was then evaporated under reduced pressure to yield a yellow solid, which was then recrystallized from hexanes to afford 3.5 g (61%) of the title compound as a light yellow crystalline solid (m.p. 50-51 C). 1H NMR (CDCl3, delta): 7.4-7.5 (m, 2 H), 7.00 (tt, 1 H), 3.2-3.3 (q, 4 H), 1.2-1.3 (t, 6 H); 13C NMR (CDCl3, delta): 14 (s), 42 (s), 107 (t), 110 (dd), 143 (t), 162.9 (dd) all with respect to TMS at 0.0 ppm; 19F NMR (DMSO-d6, delta): -106.3. GC/MS: m/z: 249. Elemental analysis: Calc. Anal. for C10H13F2NSO2: C, 48.16; H, 5.26; Found: C, 48.07; H, 5.13.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 210532-25-5, its application will become more common.

Reference:
Article; Selhorst, Ryan; Fossum, Eric; Polymer; vol. 54; 2; (2013); p. 530 – 535;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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 918538-05-3, Quality Control of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

General procedure: Compound 183a was prepared from tert-butyl 2,4-dichloro-5,6-dihydropyrido[3,4- d]pyrimidine-7(8H)-carboxylate (182a) (1.0 g, 3.29 mmol) in 2-Propanol (15 mL) using DIPEA (2.3 mL, 13.15 mmol) and 1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-amine (57a) (0.98 g, 3.95 mmol). This gave after workup and purification by flash column chromatography [silica gel, (12 g) eluting with DMA-80 in DCM (0 to 80%)] fert-butyl 2-chloro-4-((l-(3,4,5- trimethoxyphenyl)-lH-imidazol-4-yl)amino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)- carboxylate (183a) (0.87 g, 51 % yield) as a buff solid; NMR (300 MHz, DMSO-^e) delta 9.65 (s, 1H, D20 exchangeable), 8.16 (d, J = 1.5 Hz, 1H), 7.78 (d, J = 1.6 Hz, 1H), 6.90 (s, 2H), 4.35 (s, 2H), 3.87 (s, 6H), 3.69 (s, 3H), 3.61 (t, J = 5.8 Hz, 2H), 2.69 – 2.60 (m, 2H), 1.43 (s, 9H).

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, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 98577-44-7, A common heterocyclic compound, 98577-44-7, name is 1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane, molecular formula is C5H6Br2Cl2, 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.

Step 1 : A flame-dried pressure tube was charged with l,l-dibromo-2,2- bis(chloromethyl)cyclopropane (15 g, 50.5 mmol) and dibutyl ether (15 mL). The reaction was cooled to -45 C and PhLi (53.2 mL, 101 mmol, 1.8M in dibutyl ether) was added slowly via syringe. The mixture was stirred at the same temperature for 5 mins. The reaction temperature was allowed to warm to 0 C and stirred for 2 h in an ice bath at which point the reaction was brought to RT to provide a solution of crude [l. l. l]propellane.

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; KALYRA PHARMACEUTICALS, INC.; BUNKER, Kevin, Duane; HUANG, Peter, Qinhua; ABRAHAM, Sunny; PINCHMAN, Joseph, Robert; HOPKINS, Chad, Daniel; SLEE, Deborah, Helen; (93 pag.)WO2017/205459; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A degassed solution of 3-trifluoromethanesulfonyloxy-furo[3,2-c]pyridine-2- carboxylic acid ethyl ester (300 mg, 0.88 mmol), 4-bromo-2-fluoro aniline (201 mg, 0.97 mmol), Pd2dba3 (40 mg, 0.044 mmol), Xantphos (59 mg, 0.044 mmol) and potassium phosphate tribasic (373 mg, 1.76 mmol) in toluene (5 ml) was heated at reflux under an argon atmosphere for 16 hours. The reaction mixture was filtered and concentrated in vacuo. The resultant residue was purified by flash chromatography (Si-SPE, pentane: diethyl ether, gradient 80:20 to 50:50) to afford the title compound as a yellow solid (177 mg, 51%). LCMS (method B): Rx = 3.76 min, M+H+ = 395 / 397.

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-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; WO2008/24725; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics