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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267899Generated: November 3, 2026

Potassium Carbonate → 4-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2267899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-DichloropyridineHCID 16989—
Reactant1-tert-butyl 2-ethyl 4-hydroxy-1H-indole-1,2-dicarboxylateHCID 59600138—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(6-Chloro-pyridin-2-yloxy)-1H-indole-2-carboxylic acid ethyl esterHCID 86066032—

Reaction Conditions

Temperature160 °C

Reaction Steps

159 (500 mg, 1.6 mmol), 2,6-Dichloro-pyridine (360 mg, 24 mmol) are dissolved in 15 ml of dimethylformamide. After addition of potassium carbonate (340 mg, 24 mmol) and a catalytic amount Cu-powder the mixture is heated to 160° C. for 3 hours. The reaction mixture is cooled to room temperature, diluted with ethyl acetate and washed with water. The organic layers are dried over sodium sulphate and evaporated. The crude product is solved in dichloromethane and after evaporation crystallized with cyclohexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858781B2
Source datasetuspto-grants-2010_12
ORD IDord-0840e1713bcf4d33b01c40082b468a28
Source noteuspto-grants-2010_12