3-(methylsulfonyl)pyrrolidine → (RAC)-4-(2-(6-Methoxypyridin-3-Ylamino)-5-((3-(Methylsulfonyl)Pyrrolidin-1-yl)Methyl)Pyridin-3-yl)-6-Methyl-1,3,5-Triazin-2-Amine

Participants

Reaction Steps

The title compound was synthesized following an analogous procedure to Example 220 using 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (0.23 g, 0.398 mmol) and 3-(methylsulfonyl)pyrrolidine (PharmaBlock, Carrboro, N.C.) (0.089 g, 0.597 mmol). 1H NMR (400 MHz, CDCl3) δ 11.63 (s, 1H); 8.73 (d, J=2.35 Hz, 1H); 8.36 (d, J=2.54 Hz, 1H); 8.21 (d, J=2.15 Hz, 1H); 8.10 (dd, J=8.80, 2.74 Hz, 1H); 6.78 (d, J=8.80 Hz, 1H); 5.55 (br. s., 2H); 3.94 (s, 3H); 3.56-3.68 (m, 3H); 2.99-3.05 (m, 1H); 2.88-2.95 (m, 1H); 2.87 (s, 3H); 2.76-2.84 (m, 1H); 2.61-2.70 (m, 1H); 2.56 (s, 3H); 2.25-2.35 (m, 2H). m/z (ESI, +ve ion) 470.9 (M+H)+.

Provenance & Evidence