Sodium borohydride → HCID 71002779, compound

Participants

Reaction Steps

To a solution of 5-[4-bromo-1-(2,2-dimethylpropyl)-1H-benzotriazol-5-yl]-2-(hydroxymethyl)-1-methylpyridinium (36 mg, 0.092 mmol) in methanol (1 ml) was added sodium borohydride (28.0 mg, 0.74 mmol) in 4 portions over 4 hours. After stirring for 16 hours, the mixture was purified via silica gel chromatography (methanol/dichloromethane gradient), providing the titled compound: 1H NMR (500 MHz, d6-DMSO) δ 7.91 (1H, d, J=8.50 Hz), 7.40 (1H, d, J=8.46 Hz), 5.76 (1H, s), 4.56 (1H, m), 4.52 (2H, s), 3.67-3.61 (1H, m), 3.55-3.49 (1H, m), 2.64 (1H, s), 2.42 (3H, s), 2.30-2.19 (2H, m), 1.24 (1H, s), 0.96 (9H, s) ppm. LRMS m/z (M+H) 393.0 and 395.0 found, 393.1 and 395.1 required.

Provenance & Evidence