Ethyl (R)-2-(trifluoromethylsulfonyloxy)propionate → N-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)-N-[(15)-2-methoxy-1-methylethyl]-L-alanine

Participants

Reaction Steps

N-(3-Chloro-2-fluorophenyl)-7-methoxy-6-({[(1S)-2-methoxy-1-methylethyl]amino}methyl)quinazolin-4-amine (prepared as described in Example 52) was coupled with ethyl O-trifluoromethanesulfonyl-D-lactate and hydrolysed using analogous methods to those described for the equivalent steps in Example 46 to give N-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)-N-[(1S)-2-methoxy-1-methylethyl]-L-alanine; 1H NMR Spectrum: (DMSO-d6) 1.08 (d, 3H); 1.30 (d, 3H); 3.09 (m, 1H); 3.16 (s, 3H); 3.23 (dd, 1H); 3.39 (dd, 1H); 3.06 (q, 1H); 3.97 (s, 3H); 3.98 (d, 1H); 4.10 (d, 1H); 7.19 (s, 1H); 7.29 (t, 1H); 7.49 (m, 1H); 7.61 (m, 1H); 8.39 (s, 1H); 8.43 (s, 1H); 9.57 (brs, 1H); 12.13 (brs, 1H); Mass Spectrum: (M+H)+ 477.

Provenance & Evidence