2,4-Dichloropyrimidine → 2-Chloro-4-[5-(4-dibenzofuranylcarbonylamino)-2-methylanilino]pyrimidine

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(3-amino-4-methylphenyl)dibenzofuran-4-carboxamide (1.5 g), 2,4-dichloropyrimidine (1.4 g), N,N-di-isopropylethylamine (2.9 ml) and n-butanol (70 ml) was stirred and heated to 120° C. for 76 hours. The mixture was evaporated and the residue was purified by column chromatography on silica using increasingly polar mixtures of isohexane and ethyl acetate as eluent. The material so obtained was triturated under ethyl acetate. There was thus obtained the title compound (0.83 g); NMR Spectrum: (DMSOd6) 2.17 (s, 3H), 6.53 (d, 1H), 7.31 (d, 1H), 7.43-7.65 (m, 4H), 7.79 (m, 2H), 7.84 (d, 1H), 8.1 (d, 1H), 8.21 (d, 1H), 8.34 (d, 1H), 9.62 (s, 1H), 10.42 (s, 1H); Mass Spectrum: M+H+ 429 and 431.

Provenance & Evidence