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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295040Generated: October 31, 2026

Ethyl Acetate → HCID 15896318, compound

https://huagongshe.com/reaction/2295040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium formateHCID 2723923—
Reactant1h-Benzimidazole-1-carboxylic acid,4-methyl-5-nitro-,1,1-dimethylethyl esterHCID 15896317—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 15896318HCID 15896318—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 1-tert-butoxycarbonyl-4-methyl-5-nitrobenzimidazole (8 g) in methanol (40 mL)/ethyl acetate (400 mL) is added palladium-on-carbon (Pd/C) (10%, 0.5 g) and ammonium formate (7.27g). The mixture is stirred at 50° C for 2 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 washed with saturated ammonium chloride, dried over magnesium sulfate, filtered and rotary evaporated to afford pure 5-amino-1-tert-butoxycarbonyl-4-methylbenzimidazole as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05691370
Source datasetuspto-grants-1997_11
ORD IDord-6e83e62aedb74753868e85030151f795
Source noteuspto-grants-1997_11