1H-Indole-7-carboxylic acid → HCID 69513823, compound

Participants

Reaction Steps

To a solution of 100 mg (0.62 mmol) of 1H-indole-7-carboxylic acid and 200 mg of TBTU (0.62 mmol) in 8 ml DMF, were added 0.53 ml (3.1 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 176 mg (0.62 mmol) of [rac]-(4-tert-butyl-benzyl)-(2-hydroxy-2-phenyl-ethyl)-amide were added. After stirring for 17 h at rt, the reaction mixture was diluted with 80 ml water and extracted with EtOAc (2×). The combined organic phases were washed with brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (40 g silica gel; EtOAc/heptane 1:4) to give 181 mg white solid (66%). MS (ISP) 427.4 (M+H)+.

Provenance & Evidence