HCID 169489376, compound → 4-[[(2S,4R)-1-(5-chloro-1-methylpyrazole-4-carbonyl)-2-methylpiperidin-4-yl]amino]-6,7-difluoro-1H-quinolin-2-one

Participants

Reaction Conditions

Reaction Steps

((2S,4R)-4-amino-2-methylpiperidin-1-yl)(5-chloro-1-methyl-1H-pyrazol-4-yl)methanone 2,2,2-trifluoroacetate (1548 mg, 4.17 mmol) was taken in a 100ml single necked flask equipped with a reflux condenser connected to nitrogen source. Added 4-chloro-6,7-difluoroquinolin-2(1H)-one (600 mg, 2.78 mmol), followed by the addition of racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (173 mg, 0.28 mmol), Palladium (II) acetate (62.5 mg, 0.28 mmol), and Cesium carbonate (668 mL, 8.35 mmol). toluene (60 mL) was added followed by the addition of N,N'-Diisopropylethylamine (1454 mL, 8.35 mmol). The contents of the flask were purged with nitrogen for 5 minutes and heate at 140 °C for overnight. After the completion of the reaction, added methanol, and adsorbed on silica gel, and purified by reverse phase column.

Provenance & Evidence