HCID 86689246, compound → HCID 86689245, compound

Participants

Reaction Steps

A flask containing a solution of 3-(3,6-dihydro-2H-pyran-4-yl)-7-(2-fluoropyridin-3-yl)spiro[chromeno[2,3-c]pyridine-5,1′-isoindol]-3′-amine 2,2,2-trifluoroacetate (30 mg, 0.051 mmol) and MeOH (4 mL) was evacuated and backfilled with nitrogen. Pd/C (10 weight %, 100 mg, Aldrich) was added and the flask was evacuated and backfilled with H2 gas. The flask was fitted with a balloon filled with H2 gas (1 atm) and the reaction mixture was stirred at RT for 3 h. The reaction mixture was filtered through a pad of celite and the celite was washed with EtOAc. The solvent was removed under reduced pressure and the remaining residue was purified by reversed-phase preparative HPLC using a Phenomenex Gemini column, 10 micron, C18, 110 Å, 100×50 mm, 0.1% TFA in CH3CN/H2O, gradient 10% to 100% over 20 min to obtain the title compound (7.8 mg, 25.9%) as a white solid.

Provenance & Evidence