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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916732Generated: October 31, 2026

Sodium Carbonate → 5-(4-Chlorophenyl)pyrazin-2-amine

https://huagongshe.com/reaction/1916732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-bromopyrazineHCID 599539—
Reactantp-Chlorophenylboric acidHCID 17810664—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product5-(4-Chlorophenyl)pyrazin-2-amineHCID 20567029—

Reaction Conditions

Temperature110 °C

Reaction Steps

Under an argon atmosphere 50 mL 2 M Na2CO3 solution and 1.2 g (1.0 mmol) tetrakis-triphenylphosphane-palladium are added to a solution of 8.7 g (50.0 mmol) 5-bromo-pyrazin-2-ylamine and 8.0 g (50.0 mmol) 4-chlorophenyl-boric acid in 150 mL 1,4-dioxane and 50 mL MeOH and the reaction mixture is heated to 110° C. for 2.5 h. The mixture is evaporated down i. vac., the residue is combined with water, extracted exhaustively with EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, gradient: DCM to DCM/MeOH 20:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-d74b7ee5a66047f3bf8f9ef411294cb4
Source noteuspto-grants-2013_12