Dimethylamine → 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(N,N-dimethylaminoacetyl) pyrrolidin-2-yl]methoxy}quinazoline

Participants

Reaction Steps

Using a procedure similar to that described for the preparation of Example 43, 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(chloroacetyl)pyrrolidin-2-yl]methoxy}quinazoline (0.28 g) was reacted with 33% dimethylamine in ethanol (5 ml) to give the title product as a foam (0.165 g, 58%); 1H NMR Spectrum: (CDCl3) 1.91-2.01 (m, 1H), 2.04-2.11 (m, 2H), 2.14-2.22 (m, 1H), 2.33 (s, 6H), 3.02-3.22 (dd, 2H), 3.40-3.50 (m, 1H), 3.59-3.66 (m, 1H), 4.02 (s, 3H), 4.05-4.09 (m, 1H), 4.51-4.55 (d, 1H), 4.66-4.72 (m, 1H), 7.09-7.21 (m, 2H), 7.23 (s, 1H), 8.00-8.06 (m, 1H), 8.47 (bs, 1H), 8.62 (s, 1H), 8.68 (s, 1H); Mass Spectrum: (M−H)− 486.

Provenance & Evidence