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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2394316Generated: October 26, 2026

2-Aminopropanol → 1-Methyl-2-(4-pyridyloxy)ethylamine

https://huagongshe.com/reaction/2394316

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopropanolHCID 5126—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloropyridine hydrochlorideHCID 81852—
SolventDimethylformamideHCID 6228—
Product1-Methyl-2-(4-pyridyloxy)ethylamineHCID 5449902030.2%

Reaction Steps

6.2 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 4.0 g of 60% sodium hydride and 50 ml of N,N-dimethylformamide at 5° C.~10° C. After the reaction mixture was stirred for 30 minutes, 12.5 g of 4-chloropyridine hydrochloride in limited amounts was added to the reaction mixture. The mixture was stirred for 20 hours at room temperature. After completion of the reaction, the solids in the reaction mixture were filtered off. The solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel to obtain 3.8 g of the desired product (yield: 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05811424
Source datasetuspto-grants-1998_09
ORD IDord-bc6615e8435f4a96aac8a895b51be147
Source noteuspto-grants-1998_09