CC(=O)Nc1cc(N)ccc1C.N#Cc1cnn2c(NC3CC3)cc(Cl)nc12>CC(=O)N(C)C.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].[Pd]>CC(=O)Nc1cc(Nc2cc(NC3CC3)n3ncc(C#N)c3n2)ccc1Cin microwave tube was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (500 mg, 2.14 mmol), N-(5-amino-2-methylphenyl)acetamide (351 mg, 2.14 mmol), and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (124 mg, 0.21 mmol) in DMA (2.5 mL).Pd2(dba)3 (98 mg, 0.11 mmol) and cesium carbonate (1394 mg, 4.28 mmol) were added. degassed, filled with N2.capped. then microwave 150C for 30 min. The reaction was divided by 5, run 100mg scale five time. combined all of crude mixture, filtered and washed with MeOH. the organic solvent was removed. The black residue was tried to purifed by ISCO.(40g cloumn, Hex to EtOAc:Hex =1:1 to EtOAc), colleceted product fraction. concentrated to give offwhite solid. LCMS showed about 10% impurity. The solid was washed with hot EtOAc(5 mL), filtered. The solild was washed with to give about 175mg white solid. LCMS and NMR are OK, see attachment. low yield was due to hot EtOAc wash, lost some prod.
Wird geladen…
