Hydrogen Bromide → HCID 14180633, compound

Participants

Reaction Steps

A solution of N-cyclohexyl-N-methyl-4-[2-acetamido-3-tert-butyloxycarbonylmethyl-3,4-dihydroquinazolin-6-yl]oxybutyramide (13.7 g, 25 mmol) was dissolved in a mixture of ethyl acetate and ethanol (10 mL each), and to the mixture was added saturated HBr in acetic acid. After stirring overnight, the mixture was concentrated, dissolved in ethyl acetate and the organic layer was washed with half-saturated sodium bicarbonate and brine, otherwise dried, filtered and evaporated. Column chromatography over silica gel (3:1 dichloromethane-ethyl acetate) afforded the title compound as an amorphous foam which crystalled from cold ether, mp 96°-7° C.

Provenance & Evidence