Dimethyl Sulfoxide → Ammonia

Participants

Reaction Conditions

Reaction Steps

(1-{[1-(9-aminononyl)piperidin-4-yl]methyl}-1H-1,2,4-triazol-3-yl)(diphenyl)methanol (Preparation 28, 710 mg, 1.45 mmol) and 8-(benzyloxy)-5-[(1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]quinolin-2(1H)-one (WO200509286, 708 mg, 1.45 mmol) were dissolved in dichloromethane (5 ml) and dimethylsulphoxide (100 μl) and diisopropylethylamine (253 μl) added. After stirring in a sealed vessel at 95° C. for 48 hours the solvent was removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (90:10:1, by volume) to furnish the title compound as a clear oil, in 38% yield, 500 mg.

Provenance & Evidence