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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78559Generated: October 27, 2026

Sodium Carbonate → Methyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylate

https://huagongshe.com/reaction/78559

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 227251—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylateHCID 5100041053%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (1.5 g, 6.465 mmol), (4-methylsulfonylphenyl)boronic acid (1.552 g, 7.758 mmol), bis(triphenylphosphine) palladium(II)dichloride (226.9 mg, 0.3233 mmol), and Na2CO3 (9.700 mL of 2 M, 19.40 mmol) in DME (18.75 mL) were heated in the microwave at 110° C. for 1 hour. The resultant mixture was diluted with EtOAc and washed with water. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by flash column chromatography (50% EtOAc/hexanes) to afford the title compound (600 mg, 53% Yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841308B2
Source datasetuspto-grants-2014_09
ORD IDord-c79dc17f14994985b8414819b5254db4
Source noteuspto-grants-2014_09