Acetonitrile → HCID 178486865, compound

Participants

Reaction Steps

An aliquot (0.15 ml) of a 2M solution of trimethylsilyldiazomethane in hexane was added to a mixture of N-(3-dimethylaminopropyl)-N′-(2,6-dimethylphenyl)-N″-(7-hydroxy-6-methoxyquinazolin-4-yl)guanidine (0.1 g), N,N-diisopropylethylamine (0.06 ml), acetonitrile (1.8 ml) and methanol (0.2 ml). The resultant reaction mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated and the residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and a 2M solution of ammonia gas in methanol as eluent. There was obtained the title compound (0.059 g); NMR Spectrum: (DMSOd6, 100° C.) 1.78 (m, 2H), 2.06 (s, 6H), 2.3 (s, 6H), 2.38 (t, 2H), 3.6 (q, 2H), 3.81 (s, 3H), 3.93 (s, 3H), 7.11 (s, 1H), 7.2 (s, 3H), 7.66 (s, 1H), 8.47 (s, 1H), 10.9 (br s, 1H); Mass Spectrum: M+H+ 473.

Provenance & Evidence