Sodium Bicarbonate → HCID 58870787, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of n-BuLi (1 mL, 2.5 M in hexanes) in THF (10 mL) at −78° C., N-[4-(4-benzoyl-piperidin-1-yl)-3-fluoro-phenyl]-2-ethyl-butyramide (200 mg, 0.50 mmol) in THF (10 mL) was added. After 10 min, the mixture was warmed to 25° C. and diluted with satd. aq. NaHCO3 (10 mL). The mixture was extracted with EtOAc, and the organic layer was concentrated and purified by PTLC to provide the title compound (130 mg, 57%). MS: 455.4. 1H NMR (CDCl3): 7.42-7.15 (m, 7H), 6.84 (t, J=9.1, 1H), 3.42 (d, J=11.7, 1H), 3.32 (d, J=11.7, 1H), 2.61-2.45 (m, 2H), 2.01-1.82 (m, 4H), 1.78-1.62 (m, 3H), 1.61-1.41 (m, 6H), 1.32-1.15 (m, 4H), 0.98-0.80 (m, 9H).

Provenance & Evidence