Hydrochloric Acid → 2-Isoquinolin-3-yl-3-methyl-chromen-4-one oxime

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-Isoquinolin-3-yl-3-methyl-chromen-4-one (example 71A) (200 mg, 0.69 mmol) in anhydrous pyridine (5 ml) was added hydroxylamine hydrochloride (96 mg, 1.39 mmol). The mixture was heated to 130° C. under microwave irradiation for 30 min. The reaction mixture was poured into a 1N aqueous solution of hydrochloric acid and extracted with ethyl acetate. The organic layer was washed successively with a 1N aqueous solution of hydrochloric acid, brine and dried over sodium sulfate and concentrated. The title compound was isolated as a white solid after Preparative HPLC purification (gradient 45-30% Water/Methanol+0.05% trifluoroacetic acid) (9 mg, 4%).

Provenance & Evidence