2,6-Dichlorobenzaldehyde → 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid methyl ester

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Reaction Steps

To a stirred solution of 4,5-diamino-2,3-difluorobenzoic acid methyl ester (404 mg, 2.0 mmol) and 2,6-dichlorobenzaldehyde in DMSO (15 mL) was added Yb(OTf)3 (248 mg, 20%) and the solution was stirred at ambient temperature overnight. The reaction was quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was washed with water, brine, dried with MgSO4, and filtered. The solvent was removed under reduced pressure to give 2-(2,6-dichlorophenyl)-6,7-difluoro-3H-benzoimidazole-5-carboxylic acid methyl ester as a yellow solid.

Provenance & Evidence