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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419196Generated: October 25, 2026

Morpholine → N-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamide

https://huagongshe.com/reaction/419196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Chloro-N-methoxy-N-methylisonicotinamideHCID 18506894—
ReactantSodium t-butoxideHCID 23676156—
Catalyst1,4-Naphthoquinone palladium(0)HCID 86610779—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductN-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamideHCID 57942148—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-chloro-N-methoxy-N-methyl-isonicotinamide (800 mg, 4 mmol), morpholine (452 mg, 5.2 mmol), sodium tert-butoxide (500 mg, 5.2 mmol), 1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene(1,4-naphthoquinone palladium(0) dimer in dioxane (4 mL) was stirred at 80° C. overnight. The mixture was diluted with ethyl acetate, washed with water and purified by flash column to give N-methoxy-N-methyl-2-morpholin-4-yl-isonicotinamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093247B2
Source datasetuspto-grants-2012_01
ORD IDord-000824a19cd44d92ad5c1154a859c18f
Source noteuspto-grants-2012_01