Cesium carbonate → HCID 58368639, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 7-acetyl-5-chloroquinolin-8-yl trifluoromethanesulfonate (0.17 g, 0.24 mmol, from Example 47, Step 2), 2-methyl-N-[(3S)-pyrrolidin-3-yl]propanamide hydrochloride (0.035 g, 0.18 mmol), palladium acetate (0.82 mg, 0.0036 mmol), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (3.4 mg, 0.0054 mmol), and cesium carbonate (0.22 g, 0.69 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 under reduced pressure. The residue was purified on silica gel (eluting with 0 to 5% MeOH in dichloromethane) to give the desired product (31 mg, 47%). LCMS calculated for C19H23ClN3O2 (M+H)+: m/z=360.1; Found: 360.1.

Provenance & Evidence