4-(5-(2-azidopropan-2-yl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine → HCID 66610862, compound

Participants

Reaction Steps

4-(5-(2-Azidopropan-2-yl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.184 g, 0.291 mmol) and 10% palladium on carbon (0.186 g, 0.174 mmol) were combined in a flask and flushed with nitrogen. THF (5 mL) was added and the reaction was stirred under a H2 atmosphere for 1.5 h. The reaction was filtered through Celite® (diatomaceous earth) rinsing with DCM, and the filtrate was concentrated in vacuo to give 4-(5-(2-aminopropan-2-yl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.176 g, 0.290 mmol, 100% yield). m/z (ESI, +ve ion) 607 (M+H)+. 1H NMR (400 MHz, CDCl3) δ 11.55 (s, 1H); 8.92 (d, J=2.7 Hz, 1H); 8.48 (d, J=2.5 Hz, 1H); 8.23 (d, J=2.5 Hz, 2H); 7.91 (dd, J=8.8, 2.7 Hz, 1H); 7.15-7.25 (m, 4H); 6.78-6.95 (m, 4H); 6.69 (d, J=8.8 Hz, 1H); 4.89 (s, 2H); 4.81 (s, 2H); 3.92 (s, 3H); 3.81 (s, 3H); 3.77 (s, 3H); 2.58 (s, 3H); 1.53 (s, 6H).

Provenance & Evidence