反应详情

A suspension of (5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl methanesulfonate (0.510 g, 0.775 mmol), 4-hydroxypiperidine (0.254 g, 2.51 mmol) and triethylamine (0.491 mL, 3.53 mmol) in dichloromethane (25 mL) was stirred at room temperature overnight. The reaction mixture was diluted with water (20 mL) and extracted with dichloromethane (3×25 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep pre-packed silica gel column (40 g) eluting with a gradient of 5% to 20% 2 M NH3.MeOH in CH2Cl2 to give 1-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)piperidin-4-ol (0.385 g, 0.581 mmol, 74.9% yield). m/z (ESI, +ve ion) 663.3 (M+H)+.

1. extractionextracted with dichloromethane (3×25 mL)
2. dry with materialThe combined organic extracts were dried over Na2SO4
3. filtrationfiltered
4. concentrationconcentrated
5. customchromatographed through a Redi-Sep pre-packed silica gel column (40 g)
6. washeluting with a gradient of 5% to 20% 2 M NH3