Chloroacetonitrile → HCID 86698136, compound

Participants

Reaction Steps

To 2-chloro-7-(4-methoxybenzyl)-1H-purin-6(7H)-one 7 (5.98 g, 20.62 mmol) in DMF (90 ml) at 0° C. was added NaH (1.072 g, 26.81 mmol). The mixture was stirred at room temperature for 10 minutes, and then stirred at 55° C. for 3 hours. Chloroacetonitrile (1.57 ml, 24.74 mmol) was added to the reaction flask at 0° C. The reaction mixture was stirred over night. Another 0.65 ml (10.31 mmol) of chloroacetonitrile was added into the reaction flask. The mixture was stirred over night. The reaction was quenched with water at 0° C. The mixture was extracted with DCM (3×), washed with water and brine, dried (MgSO4) and concentrated. The crude product was purified by flash chromatography (EtOAc/Hexane) to afford pure product 2-(2-chloro-7-(4-methoxybenzyl)-6-oxo-6,7-dihydro-1H-purin-1-yl)acetonitrile 8. 1H NMR δ 7.878 (s, 1H), 7.269 (d, J=8.8 Hz, 2H), 6.880, (d, J=8.8 Hz, 2H), 5.465 (s, 2H), 5.189 (s, 2H), 3.789 (s, 3H).

Provenance & Evidence