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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910804Generated: November 4, 2026

Water → 4-[(6-Chloropyridin-3-yl)methyl]morpholine

https://huagongshe.com/reaction/1910804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
Reactant5-(Bromomethyl)-2-chloropyridineHCID 6424661—
SolventCarbon TetrachlorideHCID 5943—
Product4-[(6-Chloropyridin-3-yl)methyl]morpholineHCID 361404521%

Reaction Steps

Morpholine (7.0 g, 8.8 mmol) was added to the solution of 5-bromomethyl-2-chloro-pyridine in carbon tetrachloride (20 mL) and stirred at room temperature for 6 h. Water was added to the reaction mixture and the separated organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product. Purification by column chromatography using silica gel (60-120 mesh) and ethyl acetate as eluent afforded 4-(6-chloro-pyridin-3-yl-methyl)-morpholine (1.2 g, 21%) as a brown oily liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604029B2
Source datasetuspto-grants-2013_12
ORD IDord-0d67fe3a15a14b1d8f68a6508ba63e9f
Source noteuspto-grants-2013_12