Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280958Generated: November 1, 2026

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

https://huagongshe.com/reaction/2280958

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 numberUS09139557B2
Source datasetuspto-grants-2015_09
ORD IDord-99ade9f9c5a7450a82de0b2a2ec5be8b
Source noteuspto-grants-2015_09