(2R)-2-(methylamino)propanamide → N2-(1-{4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}ethyl)-N2-methyl-D-alaninamide

Participants

Reaction Steps

6-(1-Chloroethyl)-N-(3-chloro-2-fluorophenyl)-7-methoxyquinazolin-4-amine hydrochloride (described in Example 91) was coupled with N2-methyl-D-alaninamide using an analogous method to that described for the equivalent step in Example 62 to give N2-(1-{4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}ethyl)-N2-methyl-D-alaninamide as a 1:1 mixture of diastereoisomers; 1H NMR Spectrum: (DMSO d6) 1.03 and 1.08 (both d, 1.5H); 1.38 (d, 3H); 2.06 and 2.22 (both s, 1.5H); 3.13 and 3.51 (both q, 0.5H); 3.97 (s, 3H); 4.31 (m, 1H); 7.07 (s, 1H); 7.22 (m, 1H); 7.23 (m, 1.5H); 7.44 (s, 0.5H); 7.53 (m, 2H); 8.44 (m, 1.5H); 8.60 (s, 0.5H); 9.77 and 9.80 (both s, 0.5H). Mass Spectrum: (M+H)+ 432.

Provenance & Evidence