Water → HCID 69347467, compound

Participants

Reaction Steps

To a cold (−10° C.) solution of t-BuOK (30 mg, 0.27 mmol) in 4 ml NMP was added a solution of 2-amino-5-chloro-3-prop-1-ynylbenzoic acid methyl ester (46 mg, 0.21 mmol) in NMP (2 ml). The reaction mixture was slowly warmed to rt and stirring was continued for 1 h. Water and EtOAc were added and organic phase was separated, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to give a residue which was purified by flash column chromatography (9:1 cyclohexane:EtOAc) to give 5-chloro-2-methyl-1H-indole-7-carboxylic acid methyl ester (25 mg, 54%) as a light yellow solid. MS (ISP) 222.3 (M+H)+.

Provenance & Evidence