Benzyl Alcohol → HCID 11185523, compound

Participants

Reaction Steps

React 3-diazo-3H-indole-2-carboxylic acid ethyl ester, 5, (305 mg, 1.4 mmol) with benzyl alcohol (5.0 equiv., 0.73 mL, 7.05 mmol) as described in General Synthetic Procedure VIII to afford 3-benzyloxy-1H-indole-2-carboxylic acid ethyl ester 6 (R1=benzyl) as a white solid [MS obs=296 (M+1)]. Hydrolyze the ester to the carboxylic acid 7 (R1=benzyl) using General Synthetic Procedure IX and then transform the carboxylic acid to the corresponding primary amide as described in General Synthetic Procedure V to afford the title compound Iu as a tan solid (115 mg), tlc (silica gel) Rf=0.1.

Provenance & Evidence