Analyzing the synthesis route of 22900-83-0

22900-83-0, 22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Weigh tert-butyl ((R)-2-hydroxy-2-phenylethyl) (4-((S)-pyrrolidine-2-carboxamido)phenethyl)carbamate (500 mg, 1.10 Mm),Ethyl 2-bromo-4-methyl-thiazole-5-carboxylate(330 mg, 1.32 mmol),Potassium carbonate (461 mg, 3.30 mmol) in a 100 mL single-mouth bottle,Add acetonitrile (15 mL) and start to reflux at 90 ¡ã C, and stop the reaction for 10 hours.The reaction mixture was concentrated, and the residue was purified by column chromatography ( petroleum ether/ethyl acetate (v/v) = 2/1)The title compound was obtained as a white solid(430 mg, 63percent).

22900-83-0, 22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhong Wenhe; Jin Chuanfei; Xu Tengfei; (45 pag.)CN109734712; (2019); A;,
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Analyzing the synthesis route of 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Part F: Ethyl 4-methyi-2-morpholin-4-yl-1.3-thiazole-5-carboxylate; A mixture of ethyl 2-bromo-4-methyl-ls3-thiazole-5-carboxylate (950 mg, 3.80 mmol), morpholine (0.5 mL, 5.70 mmol), and potassium carbonate (1.1 g, 7.60 mmol) in 4.0 ml of NMP is heated to 130 ¡ãC for 1.5 h. The reaction is cooled to RT, and the NMP is removed in vacuo. The residue is partitioned between CH1CI2 and water (20 ml each), and the layers are separated. The aqueous layer is extracted once more with 20 ml of CH2CI2, and the combined organic extracts are dried (Na2SQ4), filtered, and evaporated in vacuo to give the title compound as an off-white solid. Mass spec. (257.06, M+H)., 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROGEN CORPORATION; WO2008/83070; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

22900-83-0, Ethyl 2-bromo-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluorophenol (Sigma-Aldrich; 2 g; 17.84 mmol), ethyl 2-bromo-4-methylthiazole-5- carboxylate (Ark Pharm; 4 g; 16 mmol), and cesium carbonate (Sigma-Aldrich; 6.24 g; 19.15 mmol) were thoroughly mixed in 32 ml anhydrous dimethylsulfoxide, and the resulting slurry stirred vigorously 16 h at 45¡ãC. After cooling to 25¡ãC, the reaction mixture was poured into 200 ml water. Organics were extracted with 4×100 ml ether, and the pooled extracts were washed with 50 ml water, washed with 50 ml brine, dried over anhydrous sodium sulfate, filtered, and concentrated to 4.51 g brown solid. NMR showed the desired product, ethyl 2- (4-fluorophenoxy)-4-methylthiazole-5-carboxylate, which was used in the next step without further purification. Yield: 4.51 g (100percent).1H NMR (400 MHz, CDCb): d 7.21 (m, 2H), 7.05 (m, 2H), 4.28 (q, 2H),) 2.48 (s, 3H), 1.32 (t, 3H, 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; EBRIGHT, Richard H.; EBRIGHT, Yon W.; (72 pag.)WO2019/160873; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 22900-83-0

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Tert-Butyl 4- (2-benzyl) -4 (trifluoromethyl) phenyl) piperazine-1-carboxylate(0. 52 g, 1.50 mmol),Bromo-4-methylthiocono-5-carboxylate (0.39 g, 1. 58 mmol) and potassium carbonate(0.42 g, 3. OO mmol) was addedDMSO (10 mL), and the reaction was allowed to warm to 110 ¡ã C for 20 hours.After completion of the reaction, the reaction solution was cooled to room temperature,And water (20 mL) was added thereto, followed by extraction with ethyl acetate (20 mLX3). The combined organic phases were dried over anhydrous sodium sulphateDried, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 2/1)Afforded the title compound as a light yellow solid (0.35 g, 45.2percent)., 22900-83-0

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ru yuan yaozu zizhixian dazhong yaopin maoyi youxian co ltd/Ru yuan yaozu zizhixian dazhong yaopin maoyi youxian gongci; Jin, chuan Fei; Liang, Haiping; zhang, yingjun; Zhang, Ji; Kang, Ning; Li, Yong; Liu, Yan Ping; (38 pag.)CN105294554; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 22900-83-0

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Example 26Ethy[ 2- ({4-[(2-ethy[pheny[)carbamoy[]-3-methy[- 1 ,2-thiazo[-5-y[lamino)-4-methy[- 1 ,3-thiazo[e-5-carboxy[ate A mixture of 5-amino-N-(2-ethy[pheny[)-3-methy[-1 ,2-thiazo[e-4-carboxamide [Intermediate 1] (180 mg, 0.69 mmo[, 1.0 eq), ethy[ 2-bromo-4-methy[-1,3- thiazo[e-5-carboxy[ate [CAS-RN: 22900-83-0] (207 mg, 0.83 mmo[, 1.2 eq) and cesium carbonate (516 mg, 1.58 mmo[, 2.3 eq) in 5.7 mL dioxane/DMF (7/1) was p[aced in a microwave via[ and f[ushed with argon. Then, pa[[adium(II) acetate(15 mg, 0.07 mmo[, 0.1 eq) and Xantphos (40 mg, 0.07 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 ¡ãC overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase was separated and concentrated in vacuo. The crude product was crysta[[ised fromdiethy[ ether and washed subsequent[y with a sma[[ portion of ethy[ actetate to give 116 mg (40percent yie[d of theory) of the tit[e compound in 99percent purity (LC-MS area-0/0UPLC-MS (Method 1): R = 1.55 mm; MS (Elneg) m/z = 429 [M-H].1HNMR (400 MHz, DMSO-d6): oe [ppm] = 1.12-1.34 (m, 3H), 1.25 (t, 3H), 2.59 (s,3H), 2.53-2.85 (m, 5H), 4.22 (q, 2H), 7.06 (s br, 1H), 7.18 (t, 1H), 7.24 (d, 1H),8.30 (d, 1H), 11.70 (s br, 1H).

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 22900-83-0

As the paragraph descriping shows that 22900-83-0 is playing an increasingly important role.

22900-83-0, Ethyl 2-bromo-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-aminothiophenol (1.25 g, 10.0 mmol), ethyl 2-bromo-4-methylthiazole-5-carboxylate (2.75 g, 11.0 mmol) and potassium carbonate (1.52 g,11.0 mmol) in acetonitrile (10 mL) was heated to 80 ¡ãC and stirred for 20 hours under an N2 atmosphere. The reaction mixture was then cooled to rt. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a white solid (1.0 g,34.0percent). The compound was characterized by the following spectroscopic data:LC-MS (ESI, pos. ion) m/z: 295.1 [M + H] and?H NMR(400 MHz, CDC13) (ppm): 7.46 (d, J = 8.4 Hz, 2H), 6.77 (d, J = 8.4 Hz, 2H), 4.25 (q, J 7.2 Hz, 2H), 2.67 (s, 3H), 1.30 (d, J 7.2 Hz, 3H).

As the paragraph descriping shows that 22900-83-0 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; CHENG, Changchung; WO2015/169180; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica