Water → HCID 24830315, compound

Participants

Reaction Steps

To the solution of Compound 99 (645 mg, 1.67 mmol) in THF (10 mL) was added LAH (320 mg, 8.4 mmol) at room temperature. After 10 min, the reaction was added 1N NaOH (5 mL) and H2O (10 mL) and extracted with ethyl acetate (EtOAc) (30 mL). The organic phase was collected, dried and concentrated. Column chromatography afforded Compound 22 (485 mg, 85%). 1H NMR (300 MHz, CDCl3) δ 7.80 (s, 1H), 7.59-7.56 (m, 2H), 7.45-7.35 (m, 1H), 7.17-7.13 (m, 2H), 7.13-6.94 (m, 2H), 3.95 (s, 2H), 2.31-2.21 (m, 4H), 1.78-1.64 (m, 4H); ESMS cacld (C20H13F2NO2): 343.1; found: 344.1 (M+H).

Provenance & Evidence