Potassium Carbonate → 5-(5-Chlorobenzoxazol-2-yl)-2-(3-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 3-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 washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (220 mg, 62% yield) as yellow crystals.

Provenance & Evidence