Stannous chloride dihydrate → HCID 25014685, compound

Participants

Reaction Steps

[4-(Benzyloxy)-5-methoxy-2-nitrophenyl][4-(2-pyrimidinyl)piperazino-]methanone (7c) (500 mg, 1.11 mmol) was dissolved in methanol (10 mL), SnCl2.2H2O (751 mg, 3.3 mmol) was added and refluxed until the TLC indicated the completion of the reaction. The methanol was evaporated by vacuum and the aqueous layer was then adjusted to pH 8 with 10% NaHCO3 solution and extracted with ethyl acetate (2×30 mL). The combined organic phase was dried over Na2SO4 and evaporated under vacuum to afford the crude This was further purified by column chromatography using ethyl acetate:hexane (6:4) as a solvent system to obtain the pure product (8c) (420 mg, 90% yield). 1H NMR (CDCl3) δ 3.10-3.25 (m, 4H), 3.60-3.80 (m, 4H), 3.95 (s, 3H), 5.20 (s, 2H), 6.20 (s, br), 6.45-6.55 (t, 1H) 6.75 (s, 1H), 7.30-7.55 (m, 5H), 7.80 (s, 1H); FABMS: 419 (M+H)+.

Provenance & Evidence