Triethylamine → HCID 86671246, compound

Participants

Reaction Steps

A solution of the 2-Amino-4-methyl-thiazole-5-carboxylic acid ethyl ester (1 g, 5.37 mmole), triethylamine (2.9 mL, 20.81 mmol), [3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]acetic acid (0.55 g, 2.065 mmol), 1-propanephosphonic acid cyclic anhydride in 50% ethyl acetate (2.9 mL, 4.871 mmole) in anhydrous THF (50 mL) is heated at 60° C. for 1 h. The reaction was cooled, diluted with water, extracted with Methylene chloride (3×75 mL). The combined organic layers dried over MgSO4, filtered and evaporated. The solid residue was purified by flash column (10-40% EtOAc in hexane to give 2-{2-[3-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-acetylamino}-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.21 g, 67.4%) as a white solid. MS m/e 435.2 (M+H+).

Provenance & Evidence