Trifluoroacetic acid → HCID 60036696, compound

Participants

Reaction Steps

Trifluoroacetic acid (5 ml) was added to a solution of 4-(3-chloro-2-fluoroanilino)-6-[(2S,4S)-1-(tert-butoxycarbonyl)-2-(N,N-dimethylcarbamoyl)pyrrolidin-4-yloxy]-7-methoxyquinazoline (0.17 g) in methylene chloride (10 ml) and the reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was evaporated under vacuum and the residue dissolved in methanol (saturated with ammonia)/methylene chloride, adsorbed onto silica and purified by column chromatography eluting with increasingly polar mixtures of methylene chloride/methanol (saturated with ammonia) (100/0 to 85/15). The fractions containing the required product were combined and evaporated under vacuum to give the title product as a colourless gum which crystallised on standing (0.13 g); 1H NMR Spectrum: (DMSO d6 and CD3COOD) 1.85-1.96 (m, 1H), 2.84-2.95 (m, 4H), 3.00 (s, 3H), 3.24-332 (m, 1H), 3.40-3.48 (m, 1H), 3.95 (s, 3H), 4.31 (m, 1H), 5.21 (m, 1H), 7.20-7.30 (m, 2H), 7.47-7.55 (m, 2H), 7.76 (s, 1H), 8.37 (s, 1H); Mass Spectrum: (M+H)+ 460.

Provenance & Evidence