1,2-Dichloroethane → HCID 16065041, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-3,5-difluorobenzoic acid (Example 38, 50 mg, 0.12 mmol) in NMP (1.2 mL) was added EDC (46 mg, 0.24 mmol), and HOBT (24 mg, 0.18 mmol) at room temperature. The reaction was stirred at room temperature for 30 minutes before N′-hydroxyethanimidamide was added. The reaction was heated to 90° C. for 6 hours and yielded an 80% conversion of product via LCMS. The reaction was quenched with NH4Cl and extracted with EtOAc (3×). The combined organic layers were washed with 0.5 N HCl, water, brine, dried over MgSO4, and concentrated. The residue was purified via silica gel chromatography (100% EtOAc) to give the title compound (9 mg).

Provenance & Evidence