Cesium carbonate → HCID 58368449, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 7-acetyl-5-chloroquinolin-8-yl trifluoromethanesulfonate (0.12 g, 0.34 mmol, from Example 47, Step 2), (3S)-3-fluoropyrrolidine hydrochloride (0.051 g, 0.41 mmol), palladium acetate (1.5 mg, 0.0068 mmol), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (6.3 mg, 0.010 mmol) and cesium carbonate (0.31 g, 0.95 mmol) in tetrahydrofuran (3 mL) was heated at 65° C. overnight. The mixture was cooled, diluted with dichloromethane and filtered. The filtrate was washed with brine, dried over MgSO4 and evaporated to dryness. The resulting residue was purified on silica gel (eluting with 0 to 30% ethyl acetate in hexane) to give the desired product (0.10 g). LCMS calculated for C15H15ClFN2O (M+H)+: m/z=293.1; Found: 293.0.

Provenance & Evidence