Cesium carbonate → HCID 58368636, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 7-acetyl-5-chloroquinolin-8-yl trifluoromethanesulfonate (0.14 g, 0.40 mmol, from Example 47, Step 2), 1,4′-bipiperidine (0.0799 g, 0.475 mmol), palladium acetate (1.8 mg, 0.0080 mmol), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (7.4 mg, 0.012 mmol), and cesium carbonate (0.361 g, 1.11 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. The resulting residue was purified on silica gel (eluting with 0 to 10% methanol in dichloromethane) to give the desired product (16.5 mg, 11%). LCMS calculated for C21H27ClN3O (M+H)+: m/z=372.2; Found: 372.1.

Provenance & Evidence