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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654919Generated: October 26, 2026

Dichloromethane → 2-Amino-3-(3-chloro-2-fluorobenzyloxy)pyridine

https://huagongshe.com/reaction/1654919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-3-HydroxypyridineHCID 28114—
Reactant1-(Bromomethyl)-3-chloro-2-fluorobenzeneHCID 522827—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
Product2-Amino-3-(3-chloro-2-fluorobenzyloxy)pyridineHCID 10399991—

Reaction Steps

A mixture of 2-amino-3-hydroxypyridine (2.42 g, 0.022 mol), dichloromethane (20 ml) and 40% aqueous sodium hydroxide solution (20 ml) was stirred for five minutes, then 3-chloro-2-fluorobenzyl bromide (5.0 g, 0.022 mol) and Adogen 464 (3 ml) were added and stirring continued for 16 hours. The mixture was diluted with water and extracted with dichloromethane. Drying and evaporation of the organic extracts, and trituration with ether gave the desired product. Yield 3.22 g (58%), m.p. 98°-100 ° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409943
Source datasetuspto-grants-1995_04
ORD IDord-69713d3a9ea54bdbaf431e4f8bb14fa7
Source noteuspto-grants-1995_04