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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654930Generated: October 26, 2026

Dichloromethane → 2-Amino-3-(2-chloro-6-fluorobenzyloxy)-6-methylpyridine

https://huagongshe.com/reaction/1654930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-6-methylpyridin-3-olHCID 88500—
Reactant1-Chloro-2-(chloromethyl)-3-fluorobenzeneHCID 108675—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
Product2-Amino-3-(2-chloro-6-fluorobenzyloxy)-6-methylpyridineHCID 20076974—

Reaction Steps

A mixture of 2-amino-3-hydroxy-6-methylpyridine (4.3 g, 0.035 mol), dichloromethane (26 ml) and 40% aqueous sodium hydroxide solution (26 ml) was stirred for five minutes at room temperature, then 2-chloro-6-fluorobenzyl chloride (6.8 g, 0.038 mol) and Adogen 464 (2.5 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 ethanol gave the desired product. Yield 6.3 g (67%), m.p. 108°-109 ° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409943
Source datasetuspto-grants-1995_04
ORD IDord-c73661605cef49ffab5025d851406823
Source noteuspto-grants-1995_04