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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250771Generated: November 2, 2026

Ethanol → HCID 178432527, compound

https://huagongshe.com/reaction/250771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,4-CyclohexadieneHCID 12343—
Reactant1-Benzyl-2-methyl-4-(3-(N-[3-methylbut-2-yl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazoleHCID 86623268—
CatalystPalladiumHCID 23938—
ProductHCID 178432527HCID 178432527—

Reaction Steps

Combine 1-benzyl-2-methyl-4-(3-(N-[3-methylbut-2-yl]-N-[cyano]amino)-4-nitrophenyl)-5-(2,4-difluorophenyl)-1H-imidazole-(0.122 g, 0.24 mmol), 10% palladium on carbon (90 mg), and 1,4-cyclohexadiene (2 mL) in absolute ethanol (10 mL) and heat to 95° C. in a sealed vessel for 18 hours. Cool to room temperature, filter through celite, and concentrate the filtrate under reduced pressure. Subject the residue to silica gel chromatography, eluting with dichloromethane/methano/ammonia mixtures to give 0.077 g (0.195 mmol) of 1-(3-methylbut-2-yl)-2-amino-6-(2-methyl-4-(2,4-difluorophenyl)-1H-imidazol-5-yl)-1H-benzimidazole. Dissolve in 10% methanol/dichloromethane, add 1.0 equivalent methanesulfonic acid, remove solvent under a stream of nitrogen and finally under high vacuum to give 0.094 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863310B2
Source datasetuspto-grants-2011_01
ORD IDord-5198676acf574f98847c952f8a19fee8
Source noteuspto-grants-2011_01