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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Epibromohydrin | HCID 18430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Amino-6-bromopyridine | HCID 300809 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-bromo-N-(oxiran-2-ylmethyl)pyridin-2-amine | HCID 86729254 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388173B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-bc6ae1092a5947e2be7d2a8a447df1da |
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| Source note | uspto-grants-2016_07 |
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