Trifluoroacetic acid → HCID 89761821, compound

Participants

Reaction Steps

To a solution of methyl 2-(7-(N-(4-methoxybenzyl)-N-(thiazol-2-yl)sulfamoyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)benzoate (From example 254, step 1; 1.2 g, 2.784 mmol) in DCM (40 mL) was added TFA (2.0 mL) at 0° C. The reaction mixture was stirred at ambient temperature for 5 h. After completion, the reaction mixture was quenched with saturated aqueous sodium bicarbonate solution (20 mL) and the aqueous layer was extracted with DCM (2×20 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to obtain the crude material which was purified by combiflash column chromatography (column size: 12 g; elution: 0-50% ethyl acetate in hexane) to get methyl 2-(7-(N-(thiazol-2-yl)sulfamoyl)-2H-benzo[b][1,4]oxazin-4(3H)-yl)benzoate as a yellow solid (400 mg, 42.7%).

Provenance & Evidence