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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187672Generated: October 26, 2026

Potassium Carbonate → 2,6-Dichloro-4-(1-methyl-1H-pyrazol-4-yl)pyridine

https://huagongshe.com/reaction/1187672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant2,6-Dichloro-4-iodopyridineHCID 11737393—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2,6-Dichloro-4-(1-methyl-1H-pyrazol-4-yl)pyridineHCID 8665937561.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

500 mg of 2,6-dichloro-4-iodopyridine, 379 mg of 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1 H-pyrazole, 753 mg of potassium carbonate and 74 mg of 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride-dichloromethane complex were added in turn to a degassed mixed solvent of 7.5 ml of 1,4-dioxane and 2.5 ml of water, and the mixture was stirred at 90° C. for 2 hours under argon atmosphere. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 257 mg of the objective compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673891B2
Source datasetuspto-grants-2014_03
ORD IDord-a54968b986574604bdb89cf9cd863ea8
Source noteuspto-grants-2014_03