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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736471Generated: October 30, 2026

Ethyl Acetate → HCID 18785142, compound

https://huagongshe.com/reaction/1736471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium formateHCID 2723923—
ReactantHCID 21472716HCID 21472716—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 18785142HCID 18785142—

Reaction Steps

To a solution of 1-tert-butoxycarbonyl-7-fluoro-4-methyl-5-nitrobenzimidazole (0.776 g) in methanol (100 mL)/ethyl acetate (50 mL) is added palladium-on-carbon (10%, 0.1 g) and ammonium formate (0.663 g). The mixture is stirred at room temperature for 5 hours, then filtered on Celite, with methanol wash of the solids. The filtrate is rotary evaporated and the residue partitioned between water and ethyl acetate. The organic layer is dried over magnesium sulfate, filtered and rotary evaporated. The residue is purified by flash chromatography on silica gel, eluting with 25% ethyl acetate/hexane to afford 5-amino-1-tert-butoxycarbonyl-7-fluoro-4-methylbenzimidazole as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05541210
Source datasetuspto-grants-1996_07
ORD IDord-bec840b6cb3f4b369d296466d667d8d6
Source noteuspto-grants-1996_07