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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173739Generated: October 29, 2026

Sodium Carbonate → HCID 58461049, compound

https://huagongshe.com/reaction/2173739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-3,5-dimethylpyrazineHCID 11672680—
Reactant4-(1-Naphthyl)phenylboronic Acid (contains varying amounts of Anhydride)HCID 44119399—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 58461049HCID 5846104950%

Reaction Steps

First, into a recovery flask equipped with a reflux pipe were placed 0.74 g of 2-chloro-3,5-dimethylpyrazine, 1.29 g of 4-(1-naphthyl)phenylboronic acid, 0.55 g of sodium carbonate, 0.024 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 10 mL of water, and 10 mL of acetonitrile, and the air in the flask was replaced with argon. This reaction container was irradiated with microwaves (2.45 GHz, 100 W) for 15 minutes, so that heating was performed. Then, the reaction container was cooled to 50° C. or less. Water was added to the reaction solution, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled, and recrystallized using ethyl acetate, whereby Hdm1nppr, which is the pyrazine derivative to be produced, was obtained (as a white powder in 50% yield). Note that the microwave irradiation was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). The synthesis scheme of Step 1 is illustrated in the following (a-1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056883B2
Source datasetuspto-grants-2015_06
ORD IDord-43ba3ceb736e4b339046cba7c0af6888
Source noteuspto-grants-2015_06