Sodium Hydroxide → 2-(2-chloro-5-{[(tert-butoxycarbonyl)-amino]-methyl}-phenylamino)-6-(2,2-difluoro-ethoxy)-1-methyl-1H-benzimidazole-5-carboxylic acid

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Reaction Steps

A mixture of ethyl-2-(2-chloro-5-{[(tert-butoxycarbonyl)-amino]-methyl}-phenylamino)-6-(2,2-difluoro-ethoxy)-1-methyl-1H-benzimidazole-5-carboxylate (1.35 g; 2.50 mmol), NaOH (4 mL; 2 M aq; 8 mmol) and 1,4-dioxane (15 mL) was refluxed for 3 h. After cooling to rt the mixture was acidified to pH ˜5-6 and extracted with EtOAc. The organic extracts were dried over Na2SO4, filtered and concentrated. The residue was washed with Et2O to give the sub-title compound. Yield: 1.12 g (88%).

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