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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051471Generated: October 31, 2026

Epibromohydrin → 6-bromo-N-(oxiran-2-ylmethyl)pyridin-2-amine

https://huagongshe.com/reaction/1051471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEpibromohydrinHCID 18430—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-6-bromopyridineHCID 300809—
SolventDimethylformamideHCID 6228—
Product6-bromo-N-(oxiran-2-ylmethyl)pyridin-2-amineHCID 86729254—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred mixture of 6-bromopyridin-2-amine (1 g, 5.81 mmol) in DMF (15 mL) was added NaH (696 mg, 17.4 mmol), 2-(bromomethyl)oxirane (790 mg, 5.81 mmol) at 0° C. The mixture was stirred at 0° C. for 4 hours then quenched with water (50 mL), extracted with EA (30 mL×3). The combined extracts were washed with brine (20 mL), dried over anhydrous Na2SO4 and concentrated. The residue was directly for the next step. LCMS (m/z): 279.1/280.1 [M+H]+/[M+2H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-bc6ae1092a5947e2be7d2a8a447df1da
Source noteuspto-grants-2016_07