Cesium carbonate → HCID 58368627, compound

Participants

Reaction Steps

A stirred mixture of 7-acetyl-5-chloroquinolin-8-yl trifluoromethanesulfonate (0.12 g, 0.34 mmol, from Example 47, Step 2), 4-methoxypiperidine hydrochloride (0.062 g, 0.41 mmol), palladium acetate (1.5 mg, 0.0067 mmol), (S)-(+2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (6.3 mg, 0.010 mmol), and cesium carbonate (0.42 g, 1.3 mmol) in tetrahydrofuran (4 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 residue was purified on silica gel (eluting with 0 to 5% methanol in dichloromethane) to give the desired product (20.6 mg, 19%). LCMS calculated for C17H20ClN2O2 (M+H)+: m/z=319.1; Found: 319.1.

Provenance & Evidence