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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020351Generated: November 2, 2026

Benzyl Bromide → HCID 57461799, compound

https://huagongshe.com/reaction/1020351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant4-(5-Nitropyridin-2-yl)piperazin-2-oneHCID 16560914—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 57461799HCID 5746179964.2%

Reaction Steps

To a solution of 4-(5-nitropyridin-2-yl)piperazin-2-one (B-13) (365 mg, 1.64 mmol) in DMF (6 mL) was added, dropwise, 1.0 M sodium bis(trimethylsilyl)amide solution in THF (1.8 mL, 1.8 mmol), followed 1 min later by benzyl bromide (215 μL, 1.8 mmol), also dropwise. After 1 h, the reaction mixture was poured into water and extracted with EtOAc. The extract was dried over Na2SO4, filtered, and concentrated. The crude product was purified by silica gel chromatography (eluant: gradient of EtOAc in hexanes) to give 1-benzyl-4-(5-nitropyridin-2-yl)piperazin-2-one (B-14) (329 mg, 64% yield). MS (M+1): 313.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716312B2
Source datasetuspto-grants-2014_05
ORD IDord-cbeb3fddd169401d9f69e4537395765c
Source noteuspto-grants-2014_05