Sodium ethoxide → HCID 68426676, compound

Participants

Reaction Steps

A solution of 2-tert-butyl-7-(2,2-dimethyl-propionyloxy)-4-isopropylsulfanylmethyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (150 mg, 0.33 mmol) and sodium ethoxide (215 mg of 21% sodium ethoxide in ethanol) in 0.6 mL of ethanol was heated at 90° C. for 2 h. The reaction mixture was diluted with ethyl acetate and washed with 1 N HCl and brine. The organic fraction was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography, eluting the desired product from silica gel with a gradient of 0-40% ethyl acetate in hexanes to give 80 mg of a clear oil. MS (ESI+): m/z 368.9 (M+1).

Provenance & Evidence