5-Morpholinopyridin-3-amine → (R)-tert-butyl 1-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)pyrrolidine-2-carboxylate

Participants

Reaction Steps

Prepared according to Procedure H using (R)-tert-butyl 1-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)pyrrolidine-2-carboxylate (350 mg, 0.91 mmol) and 5-morpholinopyridin-3-amine in toluene to give (R)-tert-butyl 1-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)pyrrolidine-2-carboxylate. 1H NMR (CDCl3) δ ppm 7.90 (1H, d, J=2.3 Hz), 7.77 (1H, d, J=2.2 Hz), 7.10 (1H, ddd, J=10.3, 2.4, 1.2 Hz), 6.85 (1H, d, J=12.5 Hz), 6.66 (1H, ddd, J=14.0, 8.9, 2.5 Hz), 6.61 (1H, t, J=2.3 Hz), 4.68 (1H, t, J=7.0 Hz), 3.77-3.90 (5H, m), 3.56-3.68 (1H, m), 3.12-3.21 (4H, m), 2.23-2.39 (1H, m), 2.13-2.21 (1H, m), 2.12 (3H, s), 1.90-2.07 (2H, m), 1.44 (9H, s). Mass Spectrum (ESI) m/e=526.3 (M+1).

Provenance & Evidence