HCID 135797785, compound → HCID 21099409, compound

Participants

Reaction Steps

2-[(E)-2-(2-Hydroxy-4-fluorophenyl)vinyl]-5-[(2-fluorophenyl)sulfonyl]pyridine (Example 9, 55 mg, 0.15 mmol) was dissolved in ethyl acetate (3 mL) and degassed. Palladium (10% wt. on activated carbon, 15 mg) was added and the reaction stirred under a balloon of hydrogen overnight, then under a fresh balloon for 3 days. The catalyst was removed by filtration and the solvent removed in vacuo. The residue was purified by flash column chromatography on silica eluting with 2:1 isohexane:ethyl acetate to give the title compound (8 mg, 14%). δH (400 MHz, CDCl3): 9.67 (1H, s), 9.08 (1H, s), 8.25–8.22 (1H, m), 8.11–8.07 (1H, m), 7.63–7.58 (1H, m), 7.37–7.32 (2H, m), 7.15–7.09 (1H, m), 7.05–7.00 (1H, m), 6.58–6.50 (2H, m), 3.32 (2H, t, J=5.8 Hz), 3.07 (2H, t, J=6.0 Hz); m/z (ES+) 376 [MH+].

Provenance & Evidence