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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455689Generated: October 29, 2026

Water → 4-(5-Chloro-6-fluoropyridin-2-yl)morpholine

https://huagongshe.com/reaction/455689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
Reactant3-Chloropyrrolidine-2,5-dioneHCID 14400502—
Reactant4-(6-Fluoropyridin-2-yl)morpholineHCID 57475656—
SolventAcetonitrileHCID 6342—
Product4-(5-Chloro-6-fluoropyridin-2-yl)morpholineHCID 5747565722.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

Chlorosuccinimide (10.29 g, 77 mmol) was added to a solution of 4-(6-fluoropyridin-2-yl)morpholine (11.7 g, 64.2 mmol) in ACN (15 mL). The reaction mixture was heated to 70° C. for 30 min. Water and DCM were added. The organic phase was separated, washed with aqueous NaHCO3, brine and subsequently dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (5-20% EtOAc/hexanes) to afford 3.11 g of 4-(5-chloro-6-fluoropyridin-2-yl)morpholine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497264B2
Source datasetuspto-grants-2013_07
ORD IDord-4b95d1f3a392427abf1063140f1479ca
Source noteuspto-grants-2013_07