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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852819Generated: October 25, 2026

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

https://huagongshe.com/reaction/1852819

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 numberUS08962611B2
Source datasetuspto-grants-2015_02
ORD IDord-4b2fdae980dc41d2870b17120e338d9c
Source noteuspto-grants-2015_02