Borohydride → HCID 86635377, compound

Participants

Reaction Steps

A mixture of 1,1-dimethylethyl (2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)({1-[2-(7-fluoro-2-oxo-1(2H)-quinoxalinyl)ethyl]-4-oxo-3-piperidinyl}methyl)carbamate (0.23 g, 0.41 mmol) and ammonium acetate (0.31 g, 4.1 mmol) in 1:1 dichloromethane/methanol (10 mL) was stirred for 4 h before addition of sodium triacetoxyborohydride (0.53 g, 2.5 mmol). Stirring was continued over two nights, with further additions of borohydride (as above) after the first overnight period, and again after another 7 h. Basification with sodium bicarbonate, extraction with 10% methanol/dichloromethane, evaporation of the organic fractions and chromatography on silica, eluting with 0-20% (2M ammonia/methanol)/dichloromethane, gave the product (0.11 g, 47%).

Provenance & Evidence