Formic Acid → HCID 49783987, compound

Participants

Reaction Conditions

Reaction Steps

To (S)-tert-butyl 4-(1-cyano-2-(4-(6-methyl-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-3-yl)phenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 32, step (iv), 0.186 g) was added formic acid (9.6 mL) and the mixture heated to 50° C. for 15 min. The mixture was allowed to cool to room temperature and diluted with methanol, and then evaporated to dryness. The residue was suspended in methanol, filtered and the filtrate was evaporated. The residue from the filtrate was purified by reversed phase HPLC (Waters X-Bridge column) eluting with methanol in aqueous 0.1% trifluoroacetic acid. The fractions containing the desired compound were combined and evaporated, and the residue combined with the solid collected during the filtration. The purified compound was dissolved in dichloromethane and washed with saturated aqueous sodium hydrogen carbonate solution. The organics were dried to over magnesium sulfate and evaporated, triturated with diethyl ether and evaporated to afford a white solid. The solid was suspended in water (2.2 mL) and acetonitrile (0.11 mL) and stirred at room temperature for 3 days. The resulting solid was collected by filtration and washed with water and then dried under vacuum at 50° C. to afford the titled compound (56 mg).

Provenance & Evidence