HCID 178486722, compound → HCID 178486726, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(7-benzyloxy-6-methoxyquinazolin-4-yl)-N′-(3-dimethylaminopropyl)-N″-(2,6-dimethylphenyl)guanidine (2.21 g) and trifluoroacetic acid (40 ml) was stirred and heated to 70° C. for 16 hours. The reaction mixture was evaporated and the residue was partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organic layer was dried over magnesium sulphate, filtered and 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 thus obtained the title compound (1.66 g); NMR Spectrum: (DMSOd6, 100° C.) 1.77 (m, 2H), 2.07 (s, 6H), 2.29 (s, 6H), 2.36 (t, 2H), 3.59 (t, 2H), 3.81 (s, 3H), 7.0 (s, 1H), 7.19 (m, 3H), 7.67 (s, 1H), 8.4 (s, 1H), 9.4 (br s, 1H), 10.8 (br s, 1H); Mass Spectrum: M+H+ 423.

Provenance & Evidence