Potassium Carbonate → 5-(5-Chlorobenzoxazol-2-yl)-2-(4-methoxycarbonylphenyl)-1-(tetrahydropyran-4-yl)benzimidazole

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Reaction Steps

To a solution of 5-chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole (see Working Example 100-2) (250 mg, 0.727 mmol) in dimethylformamide (3 mL) was added methyl 4-formylbenzoate (143 mg, 0.872 mmol) and oxone (313 mg, 0.509 mmol), and this was stirred at room temperature for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered, and after washing with water and ethyl acetate, drying yield the title compound (239 mg, 67% yield) as pale yellow crystals.

Provenance & Evidence