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