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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594076Generated: October 30, 2026

Morpholine → 4-(6-Chloro-4-iodopyridin-2-yl)morpholine

https://huagongshe.com/reaction/594076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-4-iodopyridineHCID 11737393—
Product4-(6-Chloro-4-iodopyridin-2-yl)morpholineHCID 58441332—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of triethylamine (1.0 equiv.) and 2,6-dichloro-4-iodopyridine (1.0 equiv.) at RT was added morpholine (1.0 equiv) in one portion, the resulting mixture was then heated in an oil bath at 100° C. for 18 hours. LCMS analysis indicated the formation of the desired product (M+H=324.9/326.8, Rt=0.98 min). Water was then added, and the mixture was extracted with ethyl acetate, and the combined extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was chromatographed via ISCO to yield 4-(6-chloro-4-iodopyridin-2-yl)morpholine as a light brown solid (63%). LCMS (m/z) (M+H)=324.9/326.8, Rt=0.98 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242969B2
Source datasetuspto-grants-2016_01
ORD IDord-f9dab2e3391a49e9a78ece55dc2402c0
Source noteuspto-grants-2016_01