HCID 66699272, compound → HCID 24830535, compound

Participants

Reaction Steps

Methyl magnesium bromide (300 μL of a 1.4M solution in toluene:THF (75:25), 0.420 mmol) was added to a stirred solution of 3b (40.0 mg, 0.0850 mmol) in THF (2.00 mL) at 0° C. After approximately 3 h, the reaction was quenched with saturated aqueous ammonium chloride and extracted three times with EtOAc. The combined organic extracts were washed with water and brine, dried (magnesium sulfate) and concentrated in vacuo. The crude residue was purified by preparative thin-layer chromatography on silica gel (60% EtOAc/hexanes as eluent) to afford the title compound 3c. m/z (ES) 458 (MH)+. 1HNMR (500 MHz, CDCl3): δ 9.02 (m, 1H), 8.46 (m, 1H), 8.29 (m, 1H), 7.96 (m, 1H), 7.51 (m, 4H), 7.38 (m, 2H), 6.62 (s, 1H), 3.92 (s, 3H), 3.18 (m, 1H), 1.78 (s, 3H), 1.69 (s, 6H), 0.91 (d, 3H, J=6.6 Hz), 0.88 (d, 3H, J=6.9 Hz).

Provenance & Evidence