Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736455Generated: November 2, 2026

Ethyl Acetate → HCID 15896318, compound

https://huagongshe.com/reaction/1736455

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 numberUS05541210
Source datasetuspto-grants-1996_07
ORD IDord-8741a1d357f34236b61235f78829aebc
Source noteuspto-grants-1996_07