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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12428Generated: October 27, 2026

Water → Ethyl 2-(4-phenyl-1H-pyrazol-1-yl)pyridine-3-carboxylate

https://huagongshe.com/reaction/12428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-PhenylpyrazoleHCID 139106—
ReactantEthyl chloronicotinateHCID 2796614—
Catalyst18-Crown-6HCID 28557—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(4-phenyl-1H-pyrazol-1-yl)pyridine-3-carboxylateHCID 6671992679.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3.6 g of ethyl 2-chloronicotinate (19.4 mmol), 1.3 g of 4-phenylpyrazole (8.12 mmol), 4.4 g of K2CO3, 40 mg of 18-crown-6 and 30 mg of KI in 30 ml of N,N-dimethylformamide was stirred at 130° C. for 6 hours. For workup, H2O was added and, after extraction with ethyl acetate, the organic phase was washed with H2O and sat. NaCl solution. The crude product obtained after drying and concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%). In total, 1.9 g of an oil were obtained, which crystallized completely on standing in a refrigerator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728012B2
Source datasetuspto-grants-2010_06
ORD IDord-aeb25d55c5c44a93bfc760d7a5f85022
Source noteuspto-grants-2010_06