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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905992Generated: October 29, 2026

Allyl bromide → HCID 86642307, compound

https://huagongshe.com/reaction/905992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
Reactant2-Amino-3,5-dibromopyrazineHCID 620004—
ReactantLithium HexamethyldisilazideHCID 2733832—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86642307HCID 8664230760%

Reaction Steps

To a solution of 3,5-dibromo-pyrazin-2-ylamine (5.06 g, 20.00 mmol) in 100 mL of THF was added a solution of LiHMDS in THF (1M, 24 mL) at RT. The reaction mixture was stirred at RT for 2 hr, then allyl bromide (3.5 mL, 40 mmol) was added. The reaction mixture was stirred at RT overnight and quenched with saturated NH4Cl solution and extracted with EtOAc. The organic layer was washed with H2O and brine, dried (MgSO4) concentrated, and purified by SiO2 chromatography (200 g SiO2, hexanes/EtOAc 0-35% EtOAc) to give 3.51 g of allyl-(3,5-dibromo-pyrazin-2-yl)-amine as a yellow oil (60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012974B2
Source datasetuspto-grants-2011_09
ORD IDord-57c1209047764a23885edc78dc228f24
Source noteuspto-grants-2011_09