Ethanol → HCID 66918656, compound

Participants

Reaction Steps

A suspension of methyl 4-methyl-3-{[5-(4-isopropylpiperazin-1-yl)-2-nitrobenzoyl]amino}benzoate (10.7 g) and 10% palladium on carbon (0.3 g) in ethanol (200 ml) was agitated under a hydrogen atmosphere for 16 hours. The reaction mixture was filtered through diatomaceous earth (Celite®) and was concentrated to c.a. 100 ml. To this solution was added triethylorthoformate (4 ml) and glacial acetic acid (0.35 ml) and the mixture was stirred at 80° C. for 16 hours. The reaction mixture was evaporated, redissolved in ethyl acetate, washed with saturated NaHCO3 solution. The organic phase was dried (magnesium sulphate) and evaporated to give methyl 4-methyl-3-[6-(4-isopropylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl]benzoate as a foam (7.57 g); NMR Spectrum: (DMSOd6) 1.00 (d, 6H), 2.15 (s, 3H), 2.59 (m, 4H), 2.68 (m, 1H), 3.24 (m, 4H), 3.85 (s, 3H), 7.45 (d, 1H), 7.60 (m, 3H), 7.95 (m, 1H), 8.00 (m, 1H), 8.05 (d, 1H); Mass Spectrum: M+H+ 421.

Provenance & Evidence