Trifluoroacetic acid → HCID 22591478, compound

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Reaction Steps

A mixture of 7-[2-(N-tert-butoxycarbonylpiperidin-4-yl)ethoxy]-4-(6-chlorobenzofuran-7-ylamino)-6-methoxyquinazoline (0.49 g), trifluoroacetic acid (4 ml) and methylene chloride (15 ml) was stirred at ambient temperature for 3 hours. The solvents were evaporated and the residue was diluted with toluene and evaporated again. The residue was partitioned between a mixture of methylene chloride and acetonitrile and a 2N aqueous sodium hydroxide solution. The organic phase was washed with water and with brine, dried over magnesium sulphate and evaporated. The material so obtained was purified by column chromatography using increasingly polar mixtures of methylene chloride and a saturated methanolic ammonia solution. The material so obtained was triturated under diethyl ether to give the title compound (0.296 g); NMR Spectrum: (DMSOd6 and CF3CO2D) 1.4 (m, 2H), 1.75-1.95 (m, 5H), 2.9 (m, 2H), 3.3 (m, 2H), 4.05 (s, 3H), 4.3 (m, 2H), 7.15 (d, 1H), 7.4 (s, 1H), 7.55 (d, 1H), 7.8 (d, 1H), 8.1 (d, 1H), 8.2 (s, 1H), 8.8 (s, 1H), Mass Spectrum: M+H+ 453.

Provenance & Evidence