p-Toluenesulfonic acid → HCID 136342062, compound

Participants

Reaction Steps

To 3-[3-Dimethylamino-2-(2-fluoro-phenyl)-acryloyl]-6-methyl-1, 6-dihydro-pyrrolo[2,3-c]pyridin-7-one (79 mg, 0.22 mmol) in tetrahydrofuran (20 mL) was added sodium hydrogen carbonate (19 mg, 0.0.27 mmol) and hydroxylamine Hydrochloride (23 mg, 0.27 mmol) and the mixture was heated to 80C. After 5 hr p-toluenesulfonic acid (catalytic amount) was added and the reaction mixture was heated for an additional 1 hr. The solution was cooled, diluted with ethyl acetate, washed with brine, dried (Na2SO4). Concentration gave an amber oil. Preparative reverse phase chromatography afforded 3-[4-(2-Fluoro-phenyl)-isoxazol-5-yl]-6-methyl-1,6-dihydro-pyrrolo[2,3-c]pyridin-7-one (18.6 mg, 25% yield).

Provenance & Evidence