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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74287Generated: October 30, 2026

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

https://huagongshe.com/reaction/74287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazoleHCID 67498421—
ReactantEthyl 2-acetylaminoacetimidate hydrochlorideHCID 86664950—
SolventEthanolHCID 702—
Product2-Acetylaminomethyl-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazoleHCID 6749825421.1%

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 ethanol (5 mL) was added ethyl 2-acetylaminoacetimidate hydrochloride (263 mg, 1.45 mmol), and this was heated to reflux 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 (65.2 mg, 21% yield) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-ee6168848f5640d6b0772d317c65c0e2
Source noteuspto-grants-2014_09