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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504168Generated: November 1, 2026

Dimethylformamide → (3-Chloropropyl)-(2-pyridin-3-ylethyl)pyridin-4-ylmethylamine

https://huagongshe.com/reaction/1504168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Chloro-3-iodopropaneHCID 81363—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2-Pyridin-3-ylethyl)pyridin-4-ylmethylamineHCID 60761584—
SolventWaterHCID 962—
Product(3-Chloropropyl)-(2-pyridin-3-ylethyl)pyridin-4-ylmethylamineHCID 66961018—

Reaction Steps

(2-Pyridin-3-yl-ethyl)-pyridin-4-ylmethyl-amine(210 mg) and N-ethyldiisopropylamine(0.34 ml) were added to a DMF solution (2 ml) of 1-chloro-3-iodopropane(0.16 ml). The mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was washed with water and then saturated saline, and dried with anhydrous sodium sulfate. After condensation under reduced pressure, the residue was purified by silica gel column chromatography (ethyl acetate: methanol=20:1→4:1). The purified product was condensed under reduced pressure to give the title compound(74 mg) as a colorless oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212187B2
Source datasetuspto-grants-2015_12
ORD IDord-f17868e263c541a79a22759d1566b4e9
Source noteuspto-grants-2015_12