Cesium carbonate → HCID 89761826, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of INTERMEDIate M (900 mg, 2.08 mmol) and 2-fluorobenzamide (293 mg, 2.08 mmol, Aldrich) in DMF (10 mL) was added cesium carbonate (1.01 g, 3.12 mmol). The reaction mixture was heated at 90° C. for 48 h. After completion, the reaction mixture was diluted with ethyl acetate (30 mL) and water (20 mL). The layers were separated and the organic layer was dried over sodium sulfate and concentrated under reduced pressure to obtain crude material which was purified by combi flash silica gel column chromatography (column size: 40 g, elution: 25% ethyl acetate in hexane) to provide 2-(7-(N-(4-methoxybenzyl)-N-(thiazol-2-yl)sulfamoyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)benzamide (800 mg, 71.4%); LCMS (ESI) m/z; 537.12 (M+H).

Provenance & Evidence