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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81212Generated: October 26, 2026

1,3-Dibromo-5,5-dimethylhydantoin → HCID 178461723, compound

https://huagongshe.com/reaction/81212

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5,5-dimethylhydantoinHCID 6479—
ReactantSodium Phosphate, DibasicHCID 24203—
ReactantHCID 178455733HCID 178455733—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178461723HCID 178461723—
ProductHCID 178461724HCID 178461724—

Reaction Steps

Alternatively, racemic 4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (Step 2) was resolved into its enantiomers as described in Preparative Example 15.1 and brominated using the conditions described above or using the alternative conditions (disodium hydrogen phosphate and 1,3-dibromo-5,5-dimethylhydantoin in THF at 35° C., described in Example 2.1, Step 1 and Preparative Example 3.1, Step 3) to afford 2-bromo-4-(5-chloropyridin-3-yl)-3-[(1S)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile and 2-bromo-4-(5-chloropyridin-3-yl)-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846657B2
Source datasetuspto-grants-2014_09
ORD IDord-f3b67a2cc71943fb8f4ca6928a6c431f
Source noteuspto-grants-2014_09