反应详情

A mixture of 1.27 g of [3-(3-methyl-1,2,4-triazolo[4,3-b]pyridazin-6yl)phenyl]carbamic acid, methyl ester, 100 ml of dry dimethylformamide and 0.129 g of sodium hydride was stirred under argon, for 30 minutes, then 0.31 ml of methyl iodide was added. This mixture was stirred for 2 hours, then poured into saturated aqueous sodium bicarbonate and extracted with dichloromethane. The extracts were combined, dried and evaporated. The residue was dissolved in dichloromethane:methanol (95:5) and filtered through a short plug of silica gel. The filtrate was concentrated and the resulting solid chromatographed on a column of 500 g of silica gel, eluting with dichloromethane:methanol (97:3). Fractions containing product were combined, evaporated and the solid recrystallized from dichloromethane-hexane, giving 0.92 g of the desired product as off-white crystals, mp 164°-66° C.

1. stirringThis mixture was stirred for 2 hours
2. extractionextracted with dichloromethane
3. customdried
4. customevaporated
5. dissolutionThe residue was dissolved in dichloromethane:methanol (95:5)
6. filtrationfiltered through a short plug of silica gel
7. concentrationThe filtrate was concentrated
8. customthe resulting solid chromatographed on a column of 500 g of silica gel
9. washeluting with dichloromethane:methanol (97:3)
10. additionFractions containing product
11. customevaporated
12. customthe solid recrystallized from dichloromethane-hexane