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

Temperature

140 °C

In a 25ml Biotage microwave vial, 4-chloro-6,7-difluoroquinolin-2(1H)-one (0.175 g, 0.81 mmol), ((2S,4R)-4-amino-2-methylpiperidin-1-yl)(5-chloro-1-methyl-1H-pyrazol-4-yl)methanone (0.208 g, 0.81 mmol) ,racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.051 g, 0.08 mmol), Cesium carbonate (0.793 g, 2.44 mmol), Palladium (II) acetate (0.018 g, 0.08 mmol) were taken were taken in toluene (10 mL) to give brown suspension. The reaction mass was subjected to microwave irradiation at 140 oC for 1 hour. The reaction ws monitored by LCMS, indicated required product formation. Workup: The reaction mixture was concentrated to dryness and purified by silica gel column chromatography using 0 to 20% Methanol in DCM and then purified by reverse phase chromatography to obtain 4-(((2S,4R)-1-(5-chloro-1-methyl-1H-pyrazole-4-carbonyl)-2-methylpiperidin-4-yl)amino)-6,7-difluoroquinolin-2(1H)-one (0.030 g, 8.48 %) as white solid. The compound was submitted for biological testing.

ORD record

ord-838ef353b3e04bbf8250b3f17d8c966f

Source dataset

750 AstraZeneca ELN dataset

Original link

View source