Methanol → methyl 3-[6-[4-(cyclopropylmethyl)piperazin-1-yl]-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate

Participants

Reaction Steps

Methyl 4-methyl-3-(4-oxo-6-piperazin-1-ylquinazolin-3(4H)-yl)benzoate (1.41 g), (bromomethyl)cyclopropane (0.40 ml), and potassium carbonate (2.1 g) were stirred in DMF (9.4 ml) at 60° C. for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with water (×3). The combined aqueous layers was extracted with EtOAc and the organic layers combined, washed with brine, dried (magnesium sulphate) and concentrated to yield a brown glass. MeOH was added and the resultant solid collected by filtration and washed with ethyl acetate to yield methyl 3-[6-[4-(cyclopropylmethyl)piperazin-1-yl]-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate as a white solid (0.39 g); NMR Spectrum: (DMSOd6) 0.00 (m, 2H), 0.38 (m, 2H), 0.76 (m, 1H), 2.05 (s, 3H), 2.14 (d, 2H), 2.52 (m, 4H) 3.17 (m, 4H), 3.75 (s, 3H), 7.36 (s, 1H), 7.51 (m, 3H), 7.85 (s, 1H), 7.90 (d, 1H), 7.97 (s, 1H); Mass Spectrum: M+H+ 433.

Provenance & Evidence