1,2-Dichloroethane → HCID 16064898, compound

Participants

Reaction Steps

To a solution of 3-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzoic acid (Example 31, 50 mg, 0.12 mmol) in acetonitrile (1.2 mL) was added EDC (48 mg, 0.25 mmol), and HOBt (34 mg, 0.25 mmol). The reaction was stirred at room temperature for 1 hour and then N-hydroxyethanimidamide (46.6 mg, 0.63 mmol) was added. The reaction was heated to 90° C. for 18 hours and then cooled to room temperature. The mixture was diluted with EtOAc washed with aqueous NH4Cl, 0.5 N HCl, water, brine, dried over MgSO4, and concentrated. The crude material was purified via silica gel chromatography (100% EtOAc to give the title compound as a light yellow solid (15 mg).

Provenance & Evidence