Hydrochloric Acid → HCID 66613795, compound

Participants

Reaction Steps

237 mg (0.568 mmol) of the compound obtained in example 134 in tetrahydrofuran were cooled to 0° C. and admixed with 0.568 ml of a 3M solution of methylmagnesium bromide in diethyl ether, and the mixture was stirred at this temperature for 1 h and then at RT overnight. Then 2 portions, each of 0.379 ml, of a 3M solution of methylmagnesium bromide in diethyl ether were added and the mixture was stirred at RT for a further night. After cooling, first ice and then 4N hydrochloric acid (20 ml) were added and the mixture was stirred vigorously. The mixture was then extracted three times with ethyl acetate and the combined organic phases were washed with saturated aqueous sodium chloride solution. After drying over sodium sulfate, the mixture was filtered and concentrated, and the residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 29 mg of the title compound were obtained (10% of theory).

Provenance & Evidence