반응 #41261

반응 방정식

2-(4′-bromobiphenyl-4-yl)-4,5-dihydropyridazin-3(2H)-one

(3aR,6aR)-5-methylhexahydropyrrolo[3,4-b]pyrrole dihydrochloride

cesium carbonate

2-dicyclohexylphosphino-2′(N,N-dimethylamino)biphenyl

→

title compound

수율 15.6%

2-{4′-[(3aR,6aR)-5-Methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl]biphenyl-4-yl}-4,5-dihydropyridazin-3(2H)-one

수율 15.6%

용매

toluene

반응 조건

후처리

1. 1
   기타A small pressure tube equipped with a magnetic stir bar
2. 2
   기타purging with argon the tube
3. 3
   기타Crude product was purified by flash chromatography (silica gel, gradient 2 to 10% methanol in dichloromethane), which

실험 절차

A small pressure tube equipped with a magnetic stir bar was charged with 100 mg of 2-(4′-bromobiphenyl-4-yl)-4,5-dihydropyridazin-3(2H)-one, 58 mg of (3aR,6aR)-5-methylhexahydropyrrolo[3,4-b]pyrrole dihydrochloride, 350 mg of cesium carbonate, 15 mg of silver triflate, 4.2 mg of tris(dibenzylideneacetone)dipalladium, and 7.2 mg of 2-dicyclohexylphosphino-2′(N,N-dimethylamino)biphenyl and 2 ml of toluene. After sealing and purging with argon the tube was heated at 100° C. for 20 hours. Crude product was purified by flash chromatography (silica gel, gradient 2 to 10% methanol in dichloromethane), which yielded 17 mg of the title compound as a dark yellow oil. Mass spectroscopy gave (M+H)+ m/z 375.2, consistent with assigned structure.

출처