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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451338Generated: October 26, 2026

Sodium Hydroxide → 4-[[(6-chloropyridin-3-yl)methyl](methyl)amino]furan-2(5H)-one

https://huagongshe.com/reaction/451338

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
Reactant4-(methylamino)furan-2(5H)-oneHCID 12213511—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-[[(6-chloropyridin-3-yl)methyl](methyl)amino]furan-2(5H)-oneHCID 1155045987%

Reaction Conditions

Temperature50 °C

Reaction Steps

30 g of 4-(methylamino)furan-2(5H)-one (Example 11) are initially charged in 450 ml of dimethoxyethane at room temperature. Subsequently, 12.6 g of sodium hydroxide are added and, at 40° C., 225 g of a 20% solution of 2-chloro-5-(chloromethyl)pyridine in dimethoxyethane are metered in. The mixture is stirred at 50° C. for a further 6 h. The solvent is substantially removed under reduced pressure and the residue is admixed with 300 ml of water. The solids are filtered off, washed with 150 ml of water and dried under reduced pressure. 58.7 g of 4-([[6-chloropyridin-3-yl]methyl](methy)amino)furan-2(5H)-one are obtained with a purity of 94% (this corresponds to 87% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487112B2
Source datasetuspto-grants-2013_07
ORD IDord-8236c195a16443edb1720bb9f06d759e
Source noteuspto-grants-2013_07