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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751592Generated: October 30, 2026

Acetonitrile → 4-[4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/751592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylateHCID 11011301—
Reactant6,8-Dibromoimidazo[1,2-a]pyrazineHCID 15025843—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Product4-[4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl esterHCID 59754732—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 6,8-dibromoimidazo[1,2-a]pyrazine (12.5 mmol), 4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (12) (13.1 mmol), potassium carbonate (25 mmol), acetonitrile (50 mL) and N,N-dimethylacetamide (20 mL) is heated at 65° C. for 16 hrs. The mixture is cooled to room temperature, treated water (100 mL), and extracted with ethyl acetate (3×80 mL). The extracts are washed with water (3×60 mL) and brine (1×60 mL), dried over magnesium sulfate, and concentrated in vacuo. The residue is chromatographed over silica gel, eluting with ethyl acetate, to give 4-[4-(6-bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (13) as a light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405295B2
Source datasetuspto-grants-2008_07
ORD IDord-d7adad8263ee4259849e0f32e1b25ad4
Source noteuspto-grants-2008_07