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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848089Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 65646516, compound

https://huagongshe.com/reaction/1848089

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant2,3-DichloropyrazineHCID 78575—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
ProductHCID 65646516HCID 6564651653.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 2,3-dichloropyrazine (1.12 g, 7.52 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.56 g, 7.52 mmol), bis(triphenylphosphine)palladium(II) dichloride (270 mg, 0.38 mmol), and Na2CO3 (2.4 g, 22.56 mmol) in a pressure tube were added 1,2-dimethoxyethane (15 mL) and water (2 mL). The flask was evacuated and flushed with argon (3×) and then sealed and heated at 90° C. overnight. The mixture was concentrated under reduced pressure and purified by silica gel chromatography eluting with 20-100% EtOAc/hexanes to afford 2-chloro-3-(1-methyl-1H-pyrazol-4-yl)pyrazine (780 mg, 53%). LCMS (ESI) m/z 195 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952058B2
Source datasetuspto-grants-2015_02
ORD IDord-9238f0e36b8e41489912dcea78ed4be9
Source noteuspto-grants-2015_02