Ammonia → HCID 13823189, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4.2 g of 3-(12-bromo-2,3-dihydro-6-methyl-8α-ergolinyl)-1,1-diethylurea in a mixture of 300 ml of absolute tetrahydrofuran and 50 ml of absolute triethylamine is combined at -40° C. with a solution of 1.58 ml of tert-butyl hypochlorite in 250 ml of absolute tetrahydrofuran, and the mixture is stirred for 15 minutes at -40° C. The reaction mixture is poured on 1 liter of ice, combined with 25% strength ammonia solution until the reaction is alkaline, and extracted with dichloromethane. The combined organic phases are dried over magnesium sulfate and concentrated. The crude product is crystallized from ethyl acetate/pentane, thus obtaining 3 g of 3-(12-bromo-6-methyl-8α-ergolinyl)-1,1-diethylurea.

Provenance & Evidence