With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.
6436-59-5, A solution of 2-methyl-thiazole-4-carboxylic acid ethyl ester (1.26g, 7.36 mmol) in ethyl ether (10 mL) was cooled to -78 C and treated with a solution of LAH (0.83g, 21.9 mmol) in dry THF (30 mL) added dropwise over 10 min. After 3 hours, at -78 C, the mixture was quenched with sat. Na2S04 (app. 20 mL). The mixture was allowed to warm up to 22 C and was extracted with ethyl ether (4 x 50 mL). The combined extracts were washed with brine, dried over anhydrous MgS04 and concentrated to give an oil. Filtration on a silica gel pad (3 x 7 cm) and elution with ethyl acetate gave an oil which was distilled to afford the title material (0.664g, 70%) as an oil which crystallized. B.p. 60-70 C / 0.2 torr. HRMS(ESI) calcd for C5H8NOS [M+H]+ m/z 130.0321, found 130.0342. 1H NMR (CDCl3, 600 MHz) delta 6.99 (d, J= 0.8 Hz, 1H), 4.70 (s, 1H), 2.98 (br s, 1H), 2.68 (s, 3H).
The synthetic route of 6436-59-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica