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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556268Generated: October 30, 2026

6-Bromo-2-methoxypyridin-3-amine → 3-Amino-6-bromopyridin-2-ol

https://huagongshe.com/reaction/556268

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-2-methoxypyridin-3-amineHCID 10536137—
SolventAcetic AcidHCID 176—
SolventHydrogen BromideHCID 260—
Product3-Amino-6-bromopyridin-2-olHCID 1506211672.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 6-bromo-2-methoxy-pyridin-3-ylamine (1A) (5.2 g, 25.6 mmol) in acetic acid (50 mL) and HBr (50 mL) is heated to reflux with an oil bath at 120° C. for 1 hour. The reaction solution is cooled to room temperature and concentrated to dryness. The crude product is purified by chromatography (CH2Cl2 95%, MeOH 5%) to give 3-amino-6-bromo-1H-pyridin-2-one (1B) (3.5 g, yield 72%) as brown solid that turns to deep purple. MS (ESI) m/e 189, 191 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058272B2
Source datasetuspto-grants-2011_11
ORD IDord-52f13e9c0e7544f58a807e4378696c6b
Source noteuspto-grants-2011_11