反应详情

A stirred mixture of 9-[2-(methanesulfonyloxy)ethyl]-2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole (II, EXAMPLE 1 and WO/9626941-A1, 165 g), sodium cyanide (180 g), water (360 mL) and DMSO (3000 mL) are heated at 100° for 18 hr. It is important that the starting mesylate contain traces of triethylamine either left over from its preparation, or added intentionally. The mixture is cooled to 20-25°, diluted with water (approximately 6,000 mL) and filtered. The solid is washed with water to remove excess cyanide, then triturated with acetone. Filtration and drying gives 2,4-di-1-pyrrolidinyl-9H-pyrimido[4,5-b]indole (III), mp 209-211°; NMR (CDCl3) 7.88, 7.22, 7.09, 3.95, 3.67 and 1.98 δ; MS (m/z, FAB, M+H) 308.

1. temperatureare heated at 100° for 18 hr
2. waitleft over from its preparation
3. additionadded intentionally
4. temperatureThe mixture is cooled to 20-25°
5. filtrationfiltered
6. washThe solid is washed with water
7. customto remove excess cyanide
8. customtriturated with acetone
9. filtrationFiltration
10. customdrying