Category: 302964-08-5

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

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, 302964-08-5, blongs to pyrimidines compound. 302964-08-5

To the stirred suspension of compound 5 (10.0 g, 0.03 mol), in n-pentanol (120.0 mL) was added N-Boc piperazine(9.5g, 0.05 mol)) and N,N-diisopropylethylamine (DIPEA) (6.6 g, 0.06 mol) and refluxed for 8h, cooled to 25-30C and charged water (80.0 mL). The precipitated solid was collected by vacuum filtration and washed the wet cake with n-pentanol (15.0 mL) followed by water (30.0 mL), yielded the intermediate 3 (11.6 g, 84%) as off white solid.MR: 293-295C; IR (KBr, cm-1): 3397.4 (N-H), 3061.7 (Ar C-H), 1617.0 (amide C=O); 1706.9 ( Boc C=O); 1HNMR spectrum (400 MHz, DMSO-d6), delta, ppm (J, Hz): 11.53 (bs, 1H, thiazole-NH), 9.89 (s, 1H, amide-NH), 8.23(s, 1H, thiazole-H), 7.40 (d, 1H, J =6.9, Ar-H), 7.30-7.23 (m, 2H, Ar-H), 6.06 (s, 1H, pyrimidine-H), 3.53 (bs, 4H,4piperazine-CH2), 3.42 (bs, 4H, piperazine-CH2), 2.42 (s, 3H, Ar-CH3), 2.24 (s, 3H, pyrimidine-CH3), 1.40 (s, 9H,Boc-CH3); 13C NMR spectrum (100 MHz, DMSO-d6), delta, ppm: 165.2 (pyrimidine-C), 162.4 (pyrimidine-C), 161.9(pyrimidine-C), 160.1 (amide-C), 156.9 (thiazole-C), 151.4 (Boc-C), 140.5 (Ar-C), 139.1 (thiazole-C), 133.7(thiazole-C), 132.0 (Ar-C), 129.5 (Ar-C), 128.4 (Ar-C), 127.6 (Ar-C), 125.1 (pyrimidine-C), 81.6 (pyrimidine-C),80.2 (Boc-C), 50.2 (piperazine-2C), 49.9 (piperazine-2C), 29.1 (Boc-CH3), 25.6 (Ar-CH3), 18.2 (pyrimidine-CH3);HPLC Purity 96.7%; MS (ESI) m/z 544.1 [M + H] +; Anal. Calcd % for C25H30ClN7O3S: C 55.19; H 5.56; N 18.02.Found: C 55.07; H 5.41; N 18.17.

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

Reference:
Article; Suresh, Garbapu; Nadh, Ratnakaram Venkata; Srinivasu, Navuluri; Yennity, Durgaprasad; Synthetic Communications; vol. 47; 17; (2017); p. 1610 – 1621;,
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 9; Procedure for the Preparation of Dasatinib Form EA mixture of compound 1 (0.30 g, 0.76 mmol), N-(2-hydroxyethyl)piperazine (0.52 g, 3.99 mmol) and N-ethyldiisopropylamine (0.26 ml, 1.52 mmol) in 2-methyl-THF (1.0 ml) was refluxed for 3 hours. The solution was slowly cooled to 0-5 C. Product was filtered off and washed with 2-methyl-THF and dried on the filter. Yield: 0.45 g.

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

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.

N-(2-chloro-6-methylphenyl)-2-(2-methyl-4,5′-bipyrimidin-6-ylamino)thiazole-5- carboxamideTo 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6- methylphenyl)thiazole-5-carboxamide (250 mg, 0.634 mmol) in dioxane (10 mL) was added pyrimidin-5-ylboronic acid (94 mg, 0.759 mmol), PdCl2(PPh3)2 (89 mg, 0.127 mmol) and Na2CO3 (2 M, 1 mL, 1.902 mmol). The mixture was stirred under Argon overnight in an oil bath (12O0C). The reaction mixture was cooled to room temperature and water was added, extracted with 10% MeOH in CHCl3 (3×50 mL). The organic layers were washed with brine and dried over anhydrous Na2SO4. The solvent was removed and the crude was purified with preparative HPLC (ACN/ 0.1 % TFA in water) to obtain the title compound as a yellow solid (180 mg, 52%). 1H-NMR (400 MHz, d6-DMSO) delta 12.31 (br s, IH), 10.02 (s, IH), 9.36 (s, 2H), 9.35 (s, IH), 8.34 (s, IH), 7.43 (s, IH), 7.41 (d, J= 1.6 Hz, IH), 7.32-7.25 (m, 2H), 2.71 (s, 3H), 2.26 (s, 3H); MS (m/z): 438.2 [M+l]+.

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. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LIANG, Congxin; KOENIG, Marcel; HE, Yuanjun; WO2008/150446; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.302964-08-5

Example 10; Procedure for the Preparation of Dasatinib Form FA mixture of compound 1 (0.30 g, 0.76 mmol), N-(2-hydroxyethyl)piperazine (0.49 g, 3.76 mmol) and N-ethyldiisopropylamine (0.26 ml, 1.52 mmol) in dioxane (1.0 ml) was refluxed for 3 hours. The suspension was slowly cooled to 0-5 C. The product was filtered off, washed with dioxane and dried on the filter. Yield: 0.43 g.

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; 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

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.

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 7(1.00 g, 2.54 mmol), piperazine (2.19 g, 25.4 mmol),N,N-diisopropylethylamine (0.84 mL, 5.07 mmol) was dissolved in anhydrous 1,4-dioxane (30 ml) and refluxed for 12 h.The oil obtained by distillation under reduced pressure was washed with water / methanol, methanol / ether to give an off white solid.The crude product was recrystallized from diethyl ether to give compound 8 (0.82 g, 73%)

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. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; You Qidong; Jiang Zhengyu; Wang Yan; Jin Yuhui; Lu Mengchen; Xu Xiaoli; Guo Xiaoke; (21 pag.)CN109761970; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.

j00557j A solution of 1-(17-azido-3,6,9,12,15-pentaoxaheptadecyl)piperazine (1.50 g,4.00 mmol) in DMF (5 mL) was charged with potassium carbonate (1.10 g, 8.00 mmol) and 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5 -carboxamide (1.58 g, 4.00 mmol). The resulting solution was heated at 100C for 16 h. Thereaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo resulting in a crude compound which was purified by chromatography on silica gel, eluting with 2% methanol in DCM to obtain 1.20 g, 36% yield of the title compound as an off white solid. ?H NMR (400 MHz, DMSO-d6): oe = 11.44 (s, 1H), 9.86 (s, 1H), 8.21 (s, 1H), 7.40(dd, J= 7.8, 1.9 Hz, 1H), 7.32 – 7.21 (m, 2H), 6.05 (s, 1H), 3.63 -3.54 (m, 27H), 3.42 -3.28 (m, 5H), 2.40 (s, 3H), 2.24 (s, 3H).

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; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, the common compound, a new synthetic route is introduced below. 302964-08-5

To a reaction flask, charged 2-((6-chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6- methylphenyl)thiazole-5-carboxamide (20 g), N-(2-hydroxyl ethyl) piperazine (36 g) and n- butanol were added and the reaction mixture was refluxed for 3 hours to 4 hours. The resulting mixture was cooled and charged with phosphoric acid (10 g) and refluxed at a temperature of 50C to 60C. The reaction mixture was stirred for 1 hour at a temperature of 50C to 60C. The mixture obtained was then cooled to 25C to 35C and stirred for 1 hour maintaining the temperature. The resulting reaction mixture was then filtered and washed with methanol. To the reaction mixture charged water (400 mL) was added and further cooled at a temperature of 15C to 20C. Liquid ammonia (20 mL) was slowly added to the reaction mixture maintaining the temperature at 15C to 20C. The reaction mixture was stirred for 1 hour to isolate the product, amorphous dasatinib. The product was filtered, washed with water and dried under vacuum.

The synthetic route of 302964-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIPLA LIMITED; COTTRILL, Emily; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; PUPPALA, Ravikumar; JAGANNADHAM, Yellanki; CHENNURU, Ramanaiah; (36 pag.)WO2018/78392; (2018); A1;,
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. 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., 302964-08-5

j00388j A solution of 1 -(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)piperazine (300mg, 0.926 mmol) in DMF (7.5 mL) was charged with potassium carbonate (383 mg, 2.77 mmol) and 2-((6-chloro-2-methylpyrimidin-4-yl)amino-N- (2-chloro-6-methylphenyl)thiazole- 5-carboxamide (255 mg, 0.648 mmol). The reaction mixture was heated to 90C in a sealed tube for 14 h. The reaction mixture was diluted with water (10 mL) and extracted with ethylacetate (3 X 30 mL). The combined organic layers were dried over anhydrous Na2504, filtered and concentrated in vacuo resulting in a crude compound which was purified by chromatography on silica gel, eluting with 3-5% methanol in DCMto give 100 mg, 15% yield of the title compound as light yellow solid. ?H NMR (400 MHz, DMSO-d6): oe = 9.89 (d, J= 15.3 Hz, 1H), 8.21 (d, J= 7.7 Hz, 1H), 7.40 (dd, J= 7.5, 2.0 Hz, 1H), 7.21 -7.32 (m, 2H), 6.02 (s, 1H), 5.76 (s, 1H), 3.74- 3.83 (m, 4H), 3.28 – 3.54 (m, 18H), 2.44 (d, J= 4.5 Hz, 3H), 2.23(d, J= 4.7 Hz, 3H), 1.23 (t, J= 4.9 Hz, 2H); MS (ESj: m/z = 645.5, 647.5, 648.5 [M+H]LCMS: tR = 2.88 mm.

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; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia