Downstream synthetic route of 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, 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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

A solution of methyl 2-(2-aminothiazol-4-yl)acetate (6.7 g, 38.9 mmol) and cyclopropanesulfonyl chloride (4.33 mL, 42.8 mmol) in pyridine (19 ml.) was warmed to 40 C and stirred for 18 hrs. The reaction mixture was diluted with pyridine (10 mL) and DMSO (40 mL) and the crude product was purified by chromatography on C18-RP silica gel (330 g column, 10-20% MeCN/10 mM Ammonium bicarbonate) to afford the required product. This was then triturated with MeOH (20 mL) and filtered to afford methyl 2-(2-(cyclopropanesulfonamido)thiazol-4-yl)acetate (2.4 g, 8.51 mmol, 22 % yield) as a colourless solid; Rt 0.69 min (UPLC acidic); m/z 277 (M+H)+ (ES+); 1H NMR (400 MHz, DMSO-d6) d 12.52 (s, 1 H), 6.57 (s, 1 H), 3.67 (s, 2H), 3.66 (s, 3H), 2.62 – 2.54 (m, 1 H), 0.91 – 0.88 (m, 4H)., 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; STEP PHARMA S.A.S.; QUDDUS, Abdul; NOVAK, Andrew; COUSIN, David; CHATZOPOULOU, Elli; BLACKHAM, Emma; JONES, Geraint; THOMAS, Jennifer; WRIGGLESWORTH, Joseph; DUFFY, Lorna; BIRCH, Louise; GEORGE, Pascal; AHMED, Saleh; (277 pag.)WO2019/106156; (2019); A1;,
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