CC(=O)Nc1cc(N)c(F)cc1C.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)c(F)cc1C
in microwave tube was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (80 mg, 0.34 mmol), N-(5-amino-4-fluoro-2-methylphenyl)acetamide (62.4 mg, 0.34 mmol), and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (19.81 mg, 0.03 mmol) in DMA (0.5 mL).Pd2(dba)3 (15.68 mg, 0.02 mmol) and cesium carbonate (223 mg, 0.68 mmol) were added. degassed, filled with N2.capped. then microwave 150C for 30 min. the organic solvent was removed. The black residue was tried to purifed by ISCO. impurity and prod came out together too quickly. concentrated to give offwhite solid. LCMS showed about 10% impurity. The solid was washed with hot EtOAc(1mL) to give about 21mg white solid. LCMS and NMR are OK, see attachment. low yield was due to hot EtOAc wash, lost some prod.
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