Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 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, Quality Control of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, blongs to pyrimidines compound. Quality Control of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Example 4.Preparation of the isoamyl alcohol solvate (SI) of dasatinib:The intermediate of formula II (0.42 g; 1.07 mmol), l-(2-hydroxyethyl)piperazine (0.8 g; 6.15mmol) and diisopropylethylamine (0.38 ml, 2.18 mmol) were suspended in isoamyl alcohol (7ml) under an inert atmosphere. The reaction mixture was stirred and heated up to 140C for 6hours. The reaction mixture was withdrawn from the heating bath and stirred intensively. Crystallization started at the inner temperature of 95C, the suspension was left to cool under continuous stirring. After achieving the laboratory temperature it was stirred for another 2 hours. The crystalline substance was aspirated on fit S3, washed with isoamyl alcohol (7 nil)and dried at the laboratory temperature in vacuo (2.5 kPa) for 5 hours. The yield was 0.5 g;81% of the theoretical yield. FIPLC purity 99.10%. The XRPD pattern corresponds to the isoamyl alcohol solvate (SI). The SI solvate is characterized by the reflections presented in Table 2:

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; ZENTIVA, K.S.; ZELENKA, Karel; HAJICEK, Josef; DAMMER, Ondrej; WO2014/86326; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 153435-63-3, 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.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.

3-(6,7-Dimethoxy-quinolin-4-yloxy)-quinolin-2-ol (50 mg), diphosphorus pentaoxide (51 mg), and tetrabutylammonium bromide (69 mg) were suspended in 1,2-dichlorobenzene (1 ml), and the suspension was stirred at 140C for 1.5 hr. The reaction mixture was cooled to room temperature, and a 10% aqueous sodium hydrogencarbonate solution was added thereto. The mixture was extracted with chloroform, and the chloroform layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a chloroform-methanol system to give 4-(2-bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (5 mg, yield 8%). 4-(2-Bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (50 mg), tetrakistriphenylphosphine palladium (0) (28 mg), and copper(II) oxide (19 mg) were suspended in N,N-dimethylformamide (1.5 ml). 2-Tributylstannylpyrimidine (90 mg) was added to the suspension, and the mixture was stirred at 100C overnight. The reaction mixture was cooled to room temperature and was then filtered. The solvent was removed from the filtrate by distillation under the reduced pressure. Water was added thereto, and the mixture was extracted with dichloromethane. The dichloromethane layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with a chloroform-methanol system to give the title compound (28 mg, yield 56%). 1H-NMP, (CDCl3, 400 MHz): delta 4.05 (s, 6H), 6.44 (d, J = 5.2 Hz, 1H), 7.43 – 7.78 (m, 8H), 7.88 (s, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.52 (d, J = 5.2 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 411 (M++1)

Statistics shows that 153435-63-3 is playing an increasingly important role. we look forward to future research findings about 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, 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. COA of Formula: C13H9Cl2N3O2S

Example 116; 2-[(2-{[1-(lambda/,lambda/-dimethylglycyl)-5-(methyloxy)-2,3-dihydro-1H-indol-6-yl]amino}-1H-pyrrolo[2,3-c/]pyrimidin-4-yl)amino]-6-fluoro-lambda/-methylbenzamide; Step A/Intermediate D4: 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7/-/-pyrrolo[2,3- c/]pyrimidin-4-yl}amino)-6-fluorobenzoic acid; A slurry of 2,4-dichloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine (50 g, 146 mmol) and 2-amino-6-fluorobenzoic acid (27.2 g, 175 mmol) (for instance from Acros Organics, Belgium) in iPrOH (1200 ml.) and 30 ml. of DIEA was heated to reflux. After 1 h, the solution turned a clear brown color, at which time about 450 ml_ of solvent were removed via distillation. The remaining mixture was treated with DIEA (90 ml.) and heated to reflux for 16 hours. The reaction mixture was then further concentrated by distilling more solvent off (400 ml. over 4 hours), then continued heating at reflux overnight. The resulting mixture was cooled to room temperature and concentrated under reduced pressure to obtain a thick oil which was diluted with EtOAc (1.3 L), then sequentially washed with a 1 N HCI solution (2×500 ml_), and a saturated NaHCOs solution (500 ml_). Further dilution of the separated organic layer with a saturated NaCI solution (500 ml.) led to the formation of a thick precipitate. The entire mixture was filtered and the solid was washed with Et2O. The solid was dried overnight in a vacuum oven at 60 0C to obtain 2-({2-chloro-7-[(4- methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-6-fluorobenzoic acid as a yellow solid (61.63 g, 92%). 1H NMR (400 MHz, DMSO-d6) delta ppm 2.37 (s, 3 H), 6.67 (d, J=3.85 Hz, 1 H), 6.71 – 6.81 (m, 1 H), 7.31 (td, J=8.33, 6.04 Hz, 1 H), 7.48 (d, J=8.24 Hz, 2 H), 7.74 (d, J=4.03 Hz, 1 H), 7.98 (d, J=8.42 Hz, 2 H), 8.36 (d, J=8.24 Hz, 1 H); ESIMS (M+H)+ = 461.06.

With the rapid development of chemical substances, we look forward to future research findings about 934524-10-4.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 934524-10-4, 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.934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, molecular weight is 342.2, as common compound, the synthetic route is as follows.

A solution of 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (200 mg, 0.580 mmol), 3-aminobenzamide (83 mg, 0.61 mmol) and triethylamine (0.200 mL, 1.44 mmol) in dioxane (5 mL) was stirred at 1100C for 20 h. It was concentrated in vacuo. After the residue was acidified with HOAc ( 1 mL), it was purified by HPLC to give 3-(2-chloro-7-tosyl-7H- pyrrolo[2,3-d]pyrimidin-4-ylamino)benzamide (85 mg).

The chemical industry reduces the impact on the environment during synthesis 934524-10-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2009/131687; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 862730-04-9, 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, 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, 862730-04-9, blongs to pyrimidines compound. Product Details of 862730-04-9

Synthesis of 4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-3-methylphenol (BA60); A solution of 4-hydroxy-2-methylphenylboronic acid (110 mg, 0.66 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (100 mg, 0.33 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by silica gel column chromatography [MeOH-CH2Cl2, 2:98] to yield BA60 (42 mg, 22% yield). ESI-MS (M+H)+ m/z calcd 284, found 284.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,862730-04-9, its application will become more common.

Reference:
Patent; Regents of the University of California; US2007/293516; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 252723-16-3, 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.252723-16-3, name is 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H10ClN3O2S, molecular weight is 307.76, as common compound, the synthetic route is as follows.

Step 3. To the solution of 4-chloro-6-methyl-7-(phenylsulfonyl)-7H-pyrrolo [2,3-d]pyrimidine (10 g, 32.5. mmol, 1.0 eq) in THF (400 mL), t-BuOK (18.23 g, 163.0 mmol, 5 eq) was added and stirred at RT for 12 h. Sat. NaHCO3 (50 mL) was added and extracted with EtOAc. The organic layers were separated, dried and concentrated to afford 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine as a brown solid (2.7 g, 50 % in yield).

Statistics shows that 252723-16-3 is playing an increasingly important role. we look forward to future research findings about 7-Benzenesulfonyl-4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; BABLER, Martin; GERRITSEN, Mary E.; WO2014/22569; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 302964-08-5, 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. 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, 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.

To a mixture of the starting material 7H (150 mg, 0.38 mmol) and dioxane (8 mL) were added (S)-pyrrolidin-3-ol hydrochloride (141 mg, 1.14 mmol, 3 eq) and DIEA (245 mg, 1.90 mmol, 5 eq) at room temperature. The mixture was then stirred at 90-92 C. under nitrogen for 12 h. LC-MS analysis showed the product peak. The mixture was not a clear solution. The mixture was cooled to room temperature and concentrated to dryness under reduced pressure, and the resultant residue was suspended in 50 mL acetonitrile, and centrifuged at 4000 rpm for 15 min. The pellet was then suspended in cooled 80% acetonitrile, and centrifuged at 4000 rpm for 15 min. The pellet was re-suspended in cooled 80% acetonitrile, and centrifuged at 4000 rpm for 15 min. The supernatants were combined and concentrated to dryness to afford the target compound X (H-31) (105 mg) as an off-white solid. LC-MS: 445 (M+H); 1H NMR (DMSO-d6): 11.40 (s, 1H. NH), 9.83 (s, 1H, NH), 8.19 (s, 1H), 7.40 (m, 1H), 7.24 (m, 2H), 5.80 (s, 1H), 4.98 (s, 1H), 4.35 (s, 1H), 2.53 (s, 3H), 2.20 (s, 2H), 2.12 (s, 2H), 1.85 (m, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; Princeton Drug Discovery Inc; He, Kan; (37 pag.)US2018/99960; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, 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, Product Details of 1197953-49-3, blongs to pyrimidines compound. Product Details of 1197953-49-3

General procedure: To asolution of (2-((2-chloro-5-fluoropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide (3f) (0.1 g, 0.334 mmol) and 4-fluoro-2-methoxy-5-nitroaniline (0.124 g, 0.667 mmol) in sec-butanol(2 mL) was added potassium carbonate (0.231 g, 1.669 mmol). Thereaction mixturewas stirred at 80 C for 10 min and then Pd2 (dba)3(0.031 g, 0.033 mmol) and Xphos (0.016 g, 0.033 mmol) were addedrapidly. The reaction mixture was stirred at 100 C for 2 h. Aftercompletion of the reaction, the resulting mixture was hot-filteredthrough Celite and washed with DCM. The filtrate was concentratedunder reduced pressure and then purified by flash columnchromatography on silica gel (0-20% MeOH in DCM) to afford 4f asa yellowish solid (0.128 g, 85%).

The synthetic route of 1197953-49-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jang, Jaebong; Son, Jung Beom; To, Ciric; Bahcall, Magda; Kim, So Young; Kang, Seock Yong; Mushajiang, Mierzhati; Lee, Younho; Jaenne, Pasi A.; Choi, Hwan Geun; Gray, Nathanael S.; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 497 – 510;,
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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. A new synthetic method of this compound is introduced below., Quality Control of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

A solution of the above (E) -2- [2- (6-chloropyrimidin-4-yloxy) phenyl] -3-methoxypropenoate in toluene Poured into 500mL three-necked reaction flask, 15.0 g (95%, 0 · 12 mol) of salicylonitrile was added, 10.7 g of sodium carbonate (99% (L) was stirred, heated to 90-95 C for 5 h, and the HPLC analysis showed that (Epsilon) -2- [2- (6-chloropyrimidin-4-yloxy) phenyl] -3 The reaction mixture was cooled to room temperature, filtered and the solid was washed twice with 50 mL of toluene. The filtrate and the washing solution were combined. The toluene was recovered by distillation under reduced pressure, 70 mL of methanol was added, stirred and cooled to 5-KTC , Crystallization, filtration, filter cake with 20mL methanol washing twice, drying, weight 36.7g, content 98.2%, yield 89.4%.

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, 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; Chongqing Ziguang International Chemical Co., Ltd.; Ding Yongliang; Liu Jia; Zhang Fei; You Huan; Wu Chuanlong; Jin Haiqin; Zheng Daomin; Yao Rujie; (15 pag.)CN104230822; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 302964-08-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of intermediate 3 (90 g, 1 equivalent) in DMSO (630 ml, 7 volumes) was heated to 60-650C. To this solution, HEP (89 g, 3 equivalents) was added until the reaction mixture became clear. Heating was continued at the same temperature for 6 hours (reaction was monitored by TLC and HPLC). Then the reaction mixture was allowed to cool to 25- 300C and dichloromethane (1890 ml, 21 volumes) was added, followed by the addition of water (1800 ml, 20 volumes). The mixture was stirred for 1 hour until a white precipitate appeared. The white solid was separated by filtration and dried under suction for 15-20 minutes. The solid was dried in a vacuum oven at 60-650C for 8-12 hours. The white solid obtained weighed 125 g and had a purity (by HPLC) of 99.6%. The solid was determined by XRPD analysis to be dasatinib DCM solvate (see Figure 1).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; GENERICS [UK] LIMITED; MYLAN INDIA PRIVATE LIMITED; GORE, Vinayak Govind; PATKAR, Laxmikant; BAGUL, Amit; VIJAYKAR, Priyesh Surendra; EDAKE, Mahesh; WO2010/139979; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia