Dichloromethane → 6-hydroxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamide

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Reaction Steps

This material was prepared from 6-methoxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamide 68a (0.445 g, 1.29 mmole) by treatment with 1.0 M BBr3 in CH2Cl2 (3.86 ml, 3.86 mmole) in a manner as described previously for example 1d to give a white solid (0.445 g, 59%). 1H NMR (300 MHz, CD3OD) δ7.49 (1H, d, J=8.6 Hz), 6.71 (1H, s), 6.64 (1H, dd, J=2.2, 8.6 Hz), 3.87 (4H, m), 3.56 (3H, s), 3.47 (2H, t, J=6.4 Hz), 3.10-3.24 (6H, m), 2.55 (3H, s), 2.00 (2H, m); ESIMS (MH+): 332.15.

Provenance & Evidence