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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478278Generated: November 3, 2026

Cyanogen Bromide → 4-(3-Bromopyrazolo[1,5-a]pyrimidin-5-yl)piperazine-1-carbonitrile

https://huagongshe.com/reaction/1478278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Bromo-5-(piperazin-1-yl)pyrazolo[1,5-a]pyrimidineHCID 86697434—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-(3-Bromopyrazolo[1,5-a]pyrimidin-5-yl)piperazine-1-carbonitrileHCID 86697444—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-bromo-5-(piperazin-1-yl)pyrazolo[1,5-a]pyrimidine (500 mg, 1.77 mmol) taken up in 20 mL DCM and stirred at 0° C. in an ice bath. Sodium bicarbonate (744 mg, 8.86 mmol) in 6 mL water added and stirred. Cyanogen bromide (225 mg, 2.12 mmol) added and stirred at 0° C. for 30 minutes then allowed to reach room temperature and stirred overnight. Reaction diluted with DCM washed with water, DCM layer dried over magnesium sulfate reduced in vacuo for 500 mg crude product for further reaction as is. LRMS (ESI) m/z 307/309 [(M+H)]+, calc'd for C11H11BrN6: 307.15.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403832B2
Source datasetuspto-grants-2016_08
ORD IDord-71a8c1e670ec46c58069136eb98079c4
Source noteuspto-grants-2016_08