반응 #777

ord-05542745a3df403aa88ae927045679bd

반응 방정식

Cc1ccc(Nc2c(C#N)nnc3cc(Br)ccc23)c(F)c1
Cc1ccc(Nc2c(C#N)nnc3
C1CNCCN1
C1CNCCN1
Cc1ccc(Nc2c(C#N)nnc3cc(N4CCNCC4)ccc23)c(F)c1
Cc1ccc(Nc2c(C#N)nnc3
수율 84.7%

반응 조건

온도
100°CELSIUS

실험 절차

A 100 mL flask was charged with 7-bromo-4-(2-fluoro-4-methylphenylamino)cinnoline-3-carbonitrile (0.64 g, 1.79 mmol), Piperazine (0.631 ml, 8.06 mmol), Tris(dibenzylideneacetone)dipalladium (0) (0.131 g, 0.14 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso- propyl-1,1'-biphenyl (0.128 g, 0.27 mmol) and Sodium tert-butoxide (0.548 ml, 4.48 mmol). The mixture was suspended in DMA (25.6 ml) and the reaction mixture was stirred at 100 °C for 30min. The reaction mixture was cooled to rt, diluted with DCM/MeOH (10:1) and filtered over a pad of celite. The filterate was concentrated under reduced pressure, adsorbed onto silica gel and flash chromatography using DCM to DCM/MeOH/NH4OH (10:1:0.1) provided the desired compound as a light orange solid.

출처

750 AstraZeneca ELN dataset