m-Chloroperbenzoic acid → HCID 46908740, compound

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Reaction Steps

A mixture of N-(4-bromo-phenyl)-2-(2-chloro-5-{[(tert-butylsulfinyl)-amino]-methyl}-phenylamino)-6-(2,2-difluoro-ethoxy)-1-methyl-1H-benzimidazole-5-carboxylic acid amide (100 mg; 0.15 mmol), m-chloroperoxybenzoic acid (28 mg; 0.16 mmol) and DCM (20 mL) was stirred over night at rt. The mixture was basicified to pH ˜8-9 and extracted with EtOAc. The organic extracts were dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give the title compound. Yield: 24 mg (23%). 200 MHz 1H-NMR (DMSO-d6, ppm) 10.06-10.02 (1H, m) 7.75-7.62 (4H, m) 7.54-7.44 (4H, m) 7.27-7.17 (2H, m) 6.95-6.84 (1H, m) 6.57-6.49 (1H, m) 4.58-4.42 (2H, m) 4.16-4.09 (2H, m) 3.57-3.51 (3H, m) 1.29 (9H, s). MS m/z: 684, 686, 690 [M+H]+.

Provenance & Evidence