HCID 67227732, compound → HCID 53250744, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-furan-2-yl)-vinyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine (315 mg, 0.79 mmol) and 10% palladium on activated carbon (100 mg) in methanol (200 mL) was heated at 50° C. under hydrogen (50 psi) for 6 h. The mixture was cooled to room temperature. The catalyst was removed by filtration and washed with ethyl acetate. The filtrate was concentrated in vacuo and purified using a Waters automated flash system (column: Xterra 30 mm×100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) to afford 2-[1-(4-methanesulfonyl-phenyl)-2-(tetrahydro-furan-2-yl)-ethyl]-5-methoxy-1H-pyrrolo[2,3-b]pyridine (60 mg, 18.9%) as a light yellow solid: LC/MS m/e calcd for C21H24N2O4S [M+H]+ 401.5, observed 401.3.

Provenance & Evidence