Dichloromethane → 6-Hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid Butylamide

Participants

Reaction Steps

This material was prepared by the reaction of 6-methoxy-1,2-dimethyl-1H-indole-3-carboxylic acid butylamide 62a (0.78 g, 2.84 mmole) with 1.0 M BBr3 in CH2Cl2 (8.53 ml, 8.53 mmole) in a manner as previously described for example 1d to give an off-white solid (0.623 g, 96%). 1H NMR (300 MHz, CD3OD) δ7.40 (1H, d, J=8.5 Hz), 6.64 (1H, d, J=2.1 Hz), 6.59 (1H, dd, J=2.1, 8.5 Hz), 3.50 (3H, s), 3.29 (2H, m), 2.48 (3H, s), 1.54 (2H, m), 1.36 (2H, m), 0.90 (3H, t, J=7.3 Hz); ESIMS (MH+): 261.15.

Provenance & Evidence