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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819387Generated: October 27, 2026

Ethanol → Ethyl 4-chloropyridine-3-carboxylate

https://huagongshe.com/reaction/1819387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-Chloronicotinic acidHCID 818229—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-chloropyridine-3-carboxylateHCID 1411670451%

Reaction Steps

To a solution of 4-chloro-nicotinic acid (2.5 g, 15.9 mmol) in DMF (26 mL)), were added Dicyclo-hexylcarbodiimide (DCC) (7.75 g, 37.5 mmol), 4-dimethylaminopyridine (DMAP) (0.286 g, 2.1 mmol) and EtOH (2.6 mL, 46.8 mmol). The reaction mixture was stirred at room temperature for 4 h. The mixture was then distilled (0.1 mmHg) to afford 1.5 g (51%) of 4-chloro-nicotinic acid ethyl ester as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601714B2
Source datasetuspto-grants-2009_10
ORD IDord-a97e64e16b2c4a209cd0df11db0bae4e
Source noteuspto-grants-2009_10