Ethyl Acetate → HCID 87616494, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-{[6-(4-fluorophenyl)-2-naphthyl]sulfonyl}nicotinaldehyde (300 mg, 0.77 mmol) in THF (1.6 mL) was added 2-methylpropane-2-sulfinamide (102 mg, 0.84 mmol) and titanium tetraethoxide (0.32 mL, 1.54 mmol). The reaction was heated for 8 hours at 80° C. The reaction mixture was poured into brine, ethyl acetate was added and the mixture stirred for 10 minutes. The organic layer was separated and washed with water and brine, filtered through Hyflo and the volatiles evaporated in vacuo to give the title compound as solid (170 mg). 1H NMR (400 MHz, d6-DMSO): δ 9.60 (1H, s), 8.75 (1H, s), 8.72 (1H, d, J=4.6 Hz), 8.57 (1H, d, J=7.9 Hz), 8.40 (1H, s), 8.34 (1H, d, J=8.7 Hz), 8.24 (1H, d, J=8.7 Hz), 8.05 (1H, d, J=7.5 Hz), 7.93 (3H, dd, J=6.3, 8.5 Hz), 7.82 (1H, dd, J=4.6, 7.9 Hz), 7.39 (2H, t, J=8.8 Hz), 1.24 (9H, s).

Provenance & Evidence