Boron tribromide → 6-hydroxy-N,1,2-trimethyl-1H-indole-3-carboxamide

Participants

Reaction Steps

Example 16(e) was prepared from 6-methoxy-1,2-dimethyl-1H-indole-3-carboxylic acid methylamide 16d (560 mg, 2.4 mmole) by treatment with BBr3 in a manner as previously described for example 1d to obtain 380 mg (73%) of white solid. 1H NMR (DMSO-d6) δ 9.05 (1H, s), 7.50 (1H, d, J=8.59 Hz), 7.35–7.28 (1H, m), 6.73 (1H,d, J=1.77 Hz), 6.60 (1H, dd, J=8.5, 2.27 Hz), 3.54 (3H, s), 2.75 (3H, d, J=4.55 Hz), 2.53 (3H, s). Anal. Calcd. for C12H14N2O2.0.3H2O: C, 64.44; H, 6.58; N, 12.53. Found: C, 64.55; H, 6.49; N, 12.35.

Provenance & Evidence