Sodium borohydride → 1-(5-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)ethanol

Participants

Reaction Steps

A stirred solution of 1-(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)ethanone (0.1350 g, 0.221 mmol) in THF (5.00 mL) was treated with sodium borohydride (0.042 g, 1.107 mmol) at 0° C. and the resulting mixture was stirred for 10 min before being allowed to warm to room temperature for 1 h. The resulting suspension was quenched with 1 N aqueous NaOH, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were then washed with brine, dried over Na2SO4, and concentrated to give 1-(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(5-fluoro-6-methoxypyridin-3-ylamino)pyridin-3-yl)ethanol, which was used directly without further purification.

Provenance & Evidence