With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.911466-96-1,2-(Ethoxycarbonyl)thiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.
Isobutyl chloroformate (1.16 ml, 8.95 mmol) was added to an ice-cooled (0C) suspension of 2- (ethoxycarbonyl)-1 ,3-thiazole-4-carboxylic acid (216) (1.5 g, 7.46 mmol) and TEA (1 .25 ml, 8.95 mmol) in THF (60 ml). The reaction was stirred at 0C for 1 h. The reaction was filtered through a plug of Celite and NaBH4 (0.705 g, 18.64 mmol) was added to the filtrate and stirred for 2h. The reaction was diluted with sat. aq. Na2C03 solution and stirred for 10 mins, then extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2S04), filtered and the solvent evaporated. Purification by flash column chromatography (eluting with a gradient of 40-50% EtOAc-Heptane) gave the titled compound (0.734 g, 52.6%) as a crystalline solid. 1 H-NMR (DMSO-d6, 500 MHz) d[ppm]= 7.85 (s, 1 H), 5.50 (t, J = 5.8 Hz, 1 H), 4.63 (dd, J = 5.8, 0.8 Hz, 2H), 4.37 (q, J = 7.1 Hz, 2H), 1.33 (d, J = 7.1 Hz, 3H) HPLCMS (ESI+): [m/z]: 187.90 [M+H], 911466-96-1
911466-96-1 2-(Ethoxycarbonyl)thiazole-4-carboxylic acid 53487863, athiazole compound, is more and more widely used in various fields.
Reference£º
Patent; VIFOR (INTERNATIONAL) AG; DUeRRENBERGER, Franz; BUHR, Wilm; BURCKHARDT, Susanna; BURGERT, Michael; KALOGERAKIS, Aris; REIM, Stefan; MANOLOVA, Vania; BOYCE, Susan; YARNOLD, Christopher John; PENA, Paula; SHEPHERD, Jon; LECCI, Cristina; JARJES-PIKE, Richard; SCOTT, John; (416 pag.)WO2017/68089; (2017); A2;,
Thiazole | C3H3NS – PubChem
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