Tag: M.W=300-400

330785-81-4, 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. 330785-81-4, name is Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below.

The product VI obtained in the step (1) is added to 450 ml of ethanol, heated and stirred at 50-55 C until the temperature of the material is cooled to 20-30 C, 105 ml of 10% sodium hydroxide solution is added and stirred at 20-30 C for 1.5-2 hours. The mixture was added dropwise with 10% citric acid solution to adjust the pH of the solution to about 4 ~ 5. A large amount of solid was precipitated and the mixture was stirred at 20-30 C for 1-1.5h. The solid was washed with water and dried under vacuum at 50 C for 3h to obtain 14.0g of white solid. Yield 93.3%.

Statistics shows that 330785-81-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Chen Yuhua; Lu Pingping; Mo Enqing; Zuo Lian; Lu Zhijun; Peng Guizi; Yuan Yongling; (14 pag.)CN104059025; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, 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 302964-08-5 as follows.

heating intermediate VII (50g, 0.126mol), n-butyl alcohol (500 ml), 1-(2-hydroxyethyl) piperazine (80g, 0.614mol), and DIPEA (40g, 0.31mol) to 118 degrees reflux 8h, is gradually cooled to room temperature, then cooling to 10 degrees, filtering, 60 ml butanol washing the filter cake 2 times, drying, drying the product, get 55.3g white crystal.

The chemical industry reduces the impact on the environment during synthesis 302964-08-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu Chiatai Qingjiang Pharmaceutical Co., Ltd; CHEN, JIE; WANG, WUWEI; HE, JIA; (8 pag.)CN103420999; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5 , The common heterocyclic compound, 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, 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.

Example 20; Procedure for the Preparation of Dasatinib Form A1A mixture of compound 1 (394.3 mg, 1 mmol), N-(2-hydroxyethyl)piperazine (390.6 mg, 3 mmol) and N-ethyldiisopropylamine (0.348 ml, 2 mmol) in DMF (1 ml) was stirred at 100 C. for 2.5 h. Isopropyl alcohol (10 ml) was slowly added through a condenser and mild reflux was maintained for 10 min. The suspension was cooled to room temperature. The product was filtered after 1 hour and washed with i-PrOH (3¡Á) and dried on the filter. Yield: 370 mg.Example 29Procedure for the Preparation of Dasatinib Form A1A mixture of compound 1 (1.5 mmol), N-(2-hydroxyethyl)piperazine (3 mmol) and N-ethyldiisopropylamine (3 mmol) in DMF was stirred at 100 C. for 4 h, i-propanol was added at this temperature. The suspension was slowly cooled to 0-5 C. The product was filtered off, washed by i-propanol and dried on the filter.

According to the analysis of related databases, 302964-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 147118-36-3 as follows., 147118-36-3

EXAMPLE 10 (DIRECT REACTION WITHOUT PHASE-TRANSFER CATALYST) N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulphonamide 2.03 g (5.69 mmol) of [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol was initially charged in 13 g of toluene and, with ice-bath cooling, admixed with 1.69 g (7.60 mmol) of chlorodiphenylphosphine in 1.9 g of toluene. The mixture was heated at 109 C. for 2.5 h. After cooling to room temperature, the mixture was admixed with 1.09 g (8.74 mmol) of a 45 percent strength potassium hydroxide solution and stirred vigorously at 60 C. for 2 h, 45 min. 30 ml of water was added to the warm reaction mixture. The mixture was briefly stirred at 60 C. and slowly cooled to 4 C., and the precipitated solid was filtered off. The product was washed with cold water (10 ml) and cold toluene (10 ml) and dried under reduced pressure at 40 C. 2.44 g (76.8 percent; content: 99.1 percent) of N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide was isolated in the form of a colorless solid.

The chemical industry reduces the impact on the environment during synthesis 147118-36-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Lonza AG; US6160115; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, 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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below.

Example 14; Procedure for the Preparation of Dasatinib Form IA mixture of compound 1 (394.3 mg, 1 mmol), N-(2-hydroxyethyl)piperazine (260.4 mg, 2 mmol) and N-ethyldiisopropylamine (0.35 ml, 2 mmol) in pyridine (2 ml) was stirred at 100 C. for 2.5 h. Methyl isobutyl ketone (7 ml) was added to the stirred solution at the same temperature. The suspension was slowly cooled to room temperature. After 1 h the product was filtered off washed with methyl isobutyl ketone (2¡Á) and dried on the filter. Yield: 660 mg.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

147118-36-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 147118-36-3, name is 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, molecular formula is C16H20FN3O3S, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 9 (DIRECT REACTION) N-[5-(Diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulphonamide A suspension of 9.29 g (26.3 mmol) of [4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidin-5-yl]methanol in 26 g of toluene was, with ice-bath cooling, admixed with 7.64 g (34.4 mmol) of chlorodiphenylphosphine. After rinsing with a little toluene, the mixture was heated at 111 C. for 2 h. After cooling to room temperature, 4.94 g of a 45 percent strength potassium hydroxide solution and 873 mg (2.71 mmol) of tetrabutylammonium bromide were added, and the mixture was stirred vigorously at 60 C. for 1 h. 100 ml of water was added to the warm reaction mixture. The mixture was briefly stirred at 60 C. and slowly cooled to 4 C., and the precipitated solid was filtered off. The product was washed with cold water (30 ml) and cold toluene (30 ml) and dried under reduced pressure at 40 C. 11.74 g (78.4 percent; content: 94.4 percent) of N-[5-(diphenylphosphinoylmethyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide was isolated in the form of a colorless solid.

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. 147118-36-3, 4-(4-Fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsufonyl)amino]pyrimidine-5-yl-methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lonza AG; US6160115; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 302964-08-5 as follows., 302964-08-5

62.5 mL of 3-methylbutan-l-ol was charged into 4 necked RBF at ~ 25 C. 2.5 g of N-(2-chloro-6-methylphenyl)-2-[6-chloro-2-methyl-4-pyrimidinyl) amino]-5-thiazole carboxamide and 4.12 g of 1-(3-Hydroxy)ethylpiperazine were added to the reaction mixture. The reaction mass was stirred for ~ 15 mins and then the temperature of reaction mass was raised to 135 C. After stirring the heated reaction mass (along with continuous reaction monitoring), the reaction mass was slowly cooled to 25 C, in 2 h. The cooled reaction mass was then stirred for 5 h, filtered and washed with 5.0 mL 3-methylbutan-l-ol. The material obtained after washing was suck dried for 15 min. The partially wet material obtained above was charged into a RBF and 48.75 mL 3- methylbutan-l -ol, 73 mg Diisopropylethylamine (DIPEA) and 70 mg 2-bromo ethanol were added to the reaction mixture. The reaction mixture was then heated to ~80C, wherein stirring was performed for 12 h. After stirring, the reaction mass was allowed to slowly cool down to -25 C, wherein it was again stirred for 1 h. Then the reaction mass was filtered and washed with 6.5 mL of 3-methylbutan-l-ol. The wet material obtained was unloaded, air dried for 30 min and then vacuum dried for 10 h at 65 C. The material was then allowed to cool down to 25 C and unloaded to obtain 3.0 g crystalline Form-SDI of Dasatinib having XRPD pattern according to Fig-1 , IR spectrum according to Fig-2 and DSC pattern according to Fig- 3. Yield: 83 % % purity (By HPLC): 99.42 % 1H NMR (400 MHz, DMSO) delta 11.39 (s, 1H), 9.8 (s, 1H), 8.22 (s, 1H), 7.4 (dd, 2H), 7.2 (m, 1H), 6.04 (s, 1H), 4.4 (t, 1H), 3.4 (m, 6H), 2.44 (m, 3H), 2.4 (m, 3H), 2.41 (s, 3H), 2.2 (s, 3H), 1.6 (sep, 1H), 1.3 (q, 2H), 0.85 (d, 6H).

The chemical industry reduces the impact on the environment during synthesis 302964-08-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SHILPA MEDICARE LIMITED; SRIRAM, Rampalli; PRADEEP, Pothana; SURESH, Garbapu; PRASHANT, Purohit; AKSHAY KANT, Chaturvedi; WO2015/68055; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide,molecular formula is C16H13Cl2N5OS, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 302964-08-5

C. PREPARATION OF THE NMP PARTIALLY SOLVATED FORM OF COMPOUND I (FREE BASE); [00279] 2-(6-Chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6- methylphenyl)thiazole-5-carboxamide (7.8 g) is placed in a flask with 13 g of hydroxyethylpiperazine, 6.97 mL of diisopropylethylamine and 51 mL of NMP. The mixture is heated to 1100C for 45 minutes and then cooled to ambient temperature. 360 mL of water is slowly added to afford a heavy slurry. The slurry is filtered, washed with 150 mL of water and dried to afford 9.17 g of Compound I containing residual NMP.

With the rapid development of chemical substances, we look forward to future research findings about 302964-08-5.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/35874; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

302964-08-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, molecular formula is C16H13Cl2N5OS, molecular weight is 394.2783, as common compound, the synthetic route is as follows.

2-oxo-6-azaspiro [3,3] heptane oxalate (0.92 g, 0.8 mmol) was added to a solution of 2 – ((6-chloro-2-methylpyrimidin-4-yl) amino (0.3 g, 0.76 mmol) and N, N-diisopropylethylamine (0.56 mL, 1.6 mmol) of 1, 2-chloro-6-methylphenyl) 4-dioxane (10 mL) solution, heated to reflux, the reaction overnight, TLC monitoring of raw materials disappeared.The reaction was stopped at room temperature and the solvent was removed. The resulting solid was washed twice with methanol and diethyl ether and chromatographed on a white solid (20 mg, yield 6%)

Statistics shows that 302964-08-5 is playing an increasingly important role. we look forward to future research findings about 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; Fudan University; Dong, Xiaochun; Zhao, WeiLi; Zhao, Yichao; Lin, Zhaohu; Lu, Xiuhong; Wang, Wen; Dong, Qian; (12 pag.)CN104151321; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 147118-37-4, name is N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide. A new synthetic method of this compound is introduced below., 147118-37-4

EXAMPLES Preparation of rosuvastatin (+)- (3R, 5S)-7- [4- (4-FLUOROPHENYL)-6-ISOPROPYL-2- (N-METHYL-N-METHANESULFONYLAMINO) PYRIMIDIN-5-YL]-3, 5-DIHYDROXY-6 (E) -heptenoic acid calcium salt (2: 1). EXAMPLE 1 Step A Preparation of condensed product N- [5- [- (TERT-BUTYL-DIMETHYL-SILANYLOXY)-6- CYANO-3-OXO-HEX-1-ENYL]-4- (4-FLUOROPHENYL)-6-ISOPROPYL-PYRIMIDIN-2-YL]-N- METHYL-METHANESULFONAMIDE (Condensed product, Formula IV) To a solution of pyrimidine aldehyde (1. 0GM) of Formula III in toluene (20MOI), 1-cyano (2S)-2-[(TERT-BUTYIDIMETHYLSILYL) OXY]-5-OXO-6-TRIPHENYLPHOSPHANYLIDENE hexanenitrile of formula 11 was added and the reaction mixture was REFLUXED for about 24 hours. The reaction mixture was concentrated and the residue titurated with cyclohexane (50ML). The cyclohexane layer was concentrated to give a residue which was purified by silica gel chromatography, eluted with toluene to obtain 1.60gm of the condensed product as a thick oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-37-4, N-(4-(4-Fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2004/52867; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia