Dimethyl Sulfoxide → HCID 66920719, compound

Participants

Reaction Steps

A solution of Example 185 (70 mg, 0.21 mmol) and sodium methylthiolate (32 mg, 0.46 mmol) in dimethyl sulfoxide (0.8 mL) was heated to 90° C. for 12 h., extracted with ethyl acetate (5 mL), and washed with H2O (2×5 mL). The organic layer was concentrated in vacuo and purified by silica gel chromatography (50-100% ethyl acetate in hexanes) providing the title compound as an off white solid (42 mg, 58%). 1H NMR (300 MHz, DMSO-d6) δ 8.98-9.15 (m, 1H), 8.32-8.44 (m, 1H), 7.57 (dd, J=8.31, 2.20 Hz, 1H), 7.32 (s, 2H), 7.25 (dd, J=8.31, 0.85 Hz, 1H), 7.06 (s, 1H), 4.49 (q, J=7.12 Hz, 2H), 4.41 (d, J=6.44 Hz, 2H), 2.48 (s, 3H), and 1.31 (t, J=7.12 Hz, 3H); MS (ESI) m/e positive ion 344 [M+H]+; negative ion 342 [M−H]−.

Provenance & Evidence