1-Bromo-2-Chloroethane → HCID 66918868, compound

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Reaction Steps

N-Cyclopropyl-3-(6-hydroxy-4-oxoquinazolin-3(4H)-yl)-4-methylbenzamide (0.621 g), 1-bromo-2-chloroethane (0.772 ml) and potassium carbonate (2.56 g) were stirred in DMF (25 ml) at 50° C. for 24 hours. The reaction mixture was diluted with ethyl acetate and washed with water (5×), brine (2×), dried (magnesium sulfate) and concentrated. Purification by column chromatography on a silica column eluting with 70-80% ethyl acetate/hexane gave 3-[6-(2-chloroethoxy)-4-oxoquinazolin-3(4H)-yl]-N-cyclopropyl-4-methylbenzamide (0.46 g) as a white solid; NMR Spectrum: DMSOd6) 0.55 (m, 2H), 0.70 (m, 2H), 2.12 (s, 3H), 2.35 (m, 1H), 3.98 (t, 2H), 4.41 (t, 2H), 7.52 (d, 1H), 7.55 (d, 1H), 7.61 (s, 1H), 7.75 (d, 1H), 7.85 (s, 1H), 7.91 (d, 1H), 8.20 (s, 1H), 8.44 (d, 1H); Mass Spectrum: M+H+ 398.

Provenance & Evidence