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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761060Generated: November 1, 2026

N-bromobutanimide → 2-Amino-5-bromo-3-(hydroxymethyl)pyridine

https://huagongshe.com/reaction/1761060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant(2-Aminopyridin-3-yl)methanolHCID 11159325—
SolventDichloromethaneHCID 6344—
Product2-Amino-5-bromo-3-(hydroxymethyl)pyridineHCID 1089136678%

Reaction Steps

To a solution of 2-amino-3-(hydroxymethyl)pyridine (13.0 g, 116.0 mmole) in CH2Cl2 (300 mL) at RT was added NBS (22.71 g, 127.6 mmole). After stirring at RT for 45 min the reaction solution was concentrated and the residue was dissolved in CHCl3. The resulting suspension was filtered and the filtrate was concentrated to a dark oil. Purification on silica gel (EtOAc) afforded the title compound (78%, 18.36 g) as a tan solid: MS (ES) m/e 204 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846819B1
Source datasetuspto-grants-2005_01
ORD IDord-1792429fece3485a9368b2198a030ebe
Source noteuspto-grants-2005_01