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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654913Generated: October 30, 2026

Dichloromethane → 2-Amino-3-(2,3,6-trifluorobenzyloxy)pyridine

https://huagongshe.com/reaction/1654913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-3-HydroxypyridineHCID 28114—
Reactant2,3,6-Trifluorobenzyl bromideHCID 519061—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
Product2-Amino-3-(2,3,6-trifluorobenzyloxy)pyridineHCID 20076969—

Reaction Steps

A mixture of 2-amino-3-hydroxy pyridine (2.44 g, 0.022 mol), dichloromethane (20 ml) and 40% aqueous sodium hydroxide solution (20 ml) was stirred for five minutes, then 2,3,6-trifluorobenzyl bromide (5.00 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 2.94 g (53%), m.p. 108°-110 ° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409943
Source datasetuspto-grants-1995_04
ORD IDord-e93fa94ce9d04cc391c08702c8be4d00
Source noteuspto-grants-1995_04