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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74284Generated: October 25, 2026

Potassium Carbonate → 2-(4-Acetylaminophenyl)-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole

https://huagongshe.com/reaction/74284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-AcetamidobenzaldehydeHCID 73942—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant5-Chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazoleHCID 67498421—
SolventDimethylformamideHCID 6228—
Product2-(4-Acetylaminophenyl)-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazoleHCID 6749807974%

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 4-formylacetanilide (142 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 (261 mg, 74% yield) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-b36a7d30a2134c15bb82b48512952a80
Source noteuspto-grants-2014_09