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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406273Generated: November 1, 2026

2-Amino-5-bromo-3-hydroxypyridine → 5-Bromo-3-[1-(2-chloro5-fluoro-phenyl)-ethoxy]-pyridin-2-ylamine

https://huagongshe.com/reaction/1406273

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-bromo-3-hydroxypyridineHCID 11694041—
ReactantHCID 67465447HCID 67465447—
Product5-Bromo-3-[1-(2-chloro5-fluoro-phenyl)-ethoxy]-pyridin-2-ylamineHCID 67463521—

Reaction Steps

The title compound was prepared by a similar method to that of preparation 18 using commercially available 5-bromo-3-hydroxy-2-amino-pyridine and 1-(2-chloro-5-fluoro-phenyl)-ethanol (prepared according to WO 2009087305 A1) except the reaction time was 18 hr and the crude reaction was purified by chromatography on silica gel eluting initially with ethyl acetate in dichloromethane (2:98) followed by a second purification on silica gel eluting with tert-butyl methyl ether in heptane (45:55) to give a white solid (3.82 g, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916593B2
Source datasetuspto-grants-2014_12
ORD IDord-656762e4f9e44807b9455cf69c006263
Source noteuspto-grants-2014_12