4-(Pyrrolidin-1-yl)butan-1-amine → 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-6-methyl-2-oxo-N-(4-pyrrolidin-1-ylbutyl)-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide

Participants

Reaction Steps

Intermediate A and 4-pyrrolidin-1-ylbutan-1-amine were reacted together using an analogous method to that described in Step 1 of Example 1 to afford 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-6-methyl-2-oxo-N-(4-pyrrolidin-1-ylbutyl)-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide as a white solid (169 mg, 67%); 1H NMR (500 MHz, DMSO) δ 1.50-1.36 (4H, m), 1.63 (4H, dd), 1.73 (3H, s), 2.40-2.30 (6H, m), 3.24 (2H, q), 6.72 (1H, d), 7.65 (2H, d), 7.71 (1H, d), 7.87-7.81 (2H, m), 7.95-7.89 (4H, m), 8.06 (1H, s), 9.30 (1H, t); APCI-MSm/z: 589[MH+]

Provenance & Evidence