Water → HCID 67179036, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 0.1 g (0.38 mmol) of 7-bromoisoquinolin-1-amine (synthesis described in WO9847876) and 0.134 g (0.69 mmol) of ethyl 3-(4-pyridinyl)-3-oxopropionate were added 0.059 g (0.77 mmol) of ammonium acetate. The reaction mixture was heated at 140° C. for 12 hours. Then 2 ml of Dowtherm A were added and the resulting mixture was allowed to stir at 210° C. for 8 hours. After cooling, water was added and the resulting solution was acidified using isopropanol hydrochloride 6N. Dowtherm A was extracted using diethyl ether and the aqueous phase was basified by an aqueous solution of sodium hydroxide (30%) and extracted with dichloromethane. The extracts were dried over sodium sulphate and evaporated. The residue obtained was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol in the proportions 99/1 to 95/5 to give 0.041 g (30%) of the desired compound which was transformed into the oxalate salt in the usual manner to give the pure product as a solid.

Provenance & Evidence