4-(5-(1-azidoethyl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine → 4-(5-(1-aminoethyl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

Participants

Reaction Steps

To a 50 mL round-bottomed flask was added 4-(5-(1-azidoethyl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (1 g, 1.571 mmol) in THF (10 mL). Under nitrogen protection, 10% Pd—C (0.5 g) was mixed, the suspension was stirred under a hydrogen balloon for 16 h. The mixture was filtered through a Celite® (diatomaceous earth) pad, washed the pad with EtOAc, the filtrate was concentrated in vacuum to provide 4-(5-(1-aminoethyl)-2-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (0.8 g, 83% yield) as a black solid. m/z (ESI positive ion) m/z: 611(M+H)+.

Provenance & Evidence