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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526232Generated: November 1, 2026

Toluene → HCID 91618834, compound

https://huagongshe.com/reaction/1526232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantCyclopropylboronic acidHCID 2760897—
Reactant3,5-Dichloro-2-iodopyrazineHCID 15696844—
SolventWaterHCID 962—
ProductHCID 91618834HCID 9161883457%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3,5-dichloro-2-iodopyrazine (2 g), cyclopropylboronic acid (750 mg), tetrakistriphenylphosphine palladium (0) (1.68 g), potassium phosphate (3.09 g), toluene (40 mL), and water (4 mL) was stirred at 110° C. overnight. After leaving to be cooled, the insoluble matter was removed by decantation, followed liquid separation by the addition of ethyl acetate and water. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=98:2) to obtain 3,5-dichloro-2-cyclopropylpyrazine (784 mg) as a colorless oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085540B2
Source datasetuspto-grants-2015_07
ORD IDord-d12106c22bc144f7b499f62c69bc7753
Source noteuspto-grants-2015_07