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

Participants

Reaction Steps

Using a procedure similar to that described for the synthesis Example 43, 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(chloracetyl)pyrrolidin-2-yl]methoxy}quinazoline (0.28 g; prepared as described in Example 43, preparation of starting materials) was reacted with 33% methylamine in ethanol (5 ml) to give the title product as a foam (0.131 g, 47%); 1H NMR Spectrum: (CDCl3) 1.91-2.22 (m, 4H), 2.22 (s, 3H), 2.70-2.90 (m, 1H), 3.28-3.40 (m, 2H), 3.44-3.54 (m, 2H), 3.97-4.09 (m, 4H), 4.47-4.51 (d, 1H), 4.60-4.66 (t, 1H), 7.06-7.20 (m, 2H), 7.24 (s, 1H), 8.07-8.13 (m, 1H), 8.57-8.70 (m, 3H); Mass Spectrum: (M−H)− 472.

Provenance & Evidence