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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358618Generated: October 25, 2026

Morpholine → 6-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl ester

https://huagongshe.com/reaction/1358618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantEthyl 6-chloro-4-phenoxynicotinateHCID 54487232—
SolventTetrahydrofuranHCID 8028—
Product6-Morpholin-4-yl-4-phenoxy-nicotinic acid ethyl esterHCID 5384422143%

Reaction Steps

A solution of 130 mg (0.468 mmol) 6-chloro-4-phenoxy-nicotinic acid ethyl ester, 0.040 ml (0.47 mmol) morpholine and 0.065 ml (0.47 mmol) triethylamine in 7 ml tetrahydrofuran was stirred at reflux for 40 h. After cooling to room temperature the reaction mixture was filtered, diluted with ethyl acetate and washed with water and saturated aqueous sodium chloride solution. The organic layer was dried with sodium sulfate and concentrated. Flash column chromatography afforded 66 mg (43%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596773B2
Source datasetuspto-grants-2003_07
ORD IDord-ca521c2e65814e3e98b81b51ee9d91ea
Source noteuspto-grants-2003_07