Water → HCID 12073806, compound

Participants

Reaction Steps

To a solution of 0.2 g (0.474 mmol) of (+/−)9-(2-chloro-6,7-dihydro-5H-[1]pyrindin-6-ylmethyl)-7,7-dimethyl-2-(pyridin-4-yl)-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one in 20 ml of anhydrous pyrrolidine was treated with 0.216 g (0.664 mmol) of cesium carbonate, 8.85 mg (0.142 mmol) of (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl and 6.5 mg (0.07 mmol) of tris(dibenzylideneacetone)dipalladium(0). After being stirred under reflux for 24 h, water was added, the mixture was extracted with dichloromethane. The organic phase was dried and evaporated to give crude product, which was purified by silica gel chromatography, eluting with dichloromethane/methanol/ammonia in the proportions 99/1/0.1 to give 0.184 g of pure product obtained in the form of free base. Mp: 170–171° C.

Provenance & Evidence