HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173746Generated: October 31, 2026
Sodium Carbonate → Pyrazine, 3,5-dimethyl-2-(7-phenyl-2-naphthalenyl)-
https://huagongshe.com/reaction/2173746
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-3,5-dimethylpyrazine | HCID 11672680 | — |
| Reactant | HCID 58461088 | HCID 58461088 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Pyrazine, 3,5-dimethyl-2-(7-phenyl-2-naphthalenyl)- | HCID 58461051 | 65% |
Reaction Steps
First, into a recovery flask equipped with a reflux pipe were placed 0.62 g of 2-chloro-3,5-dimethylpyrazine, 1.07 g of 7-phenylnaphthalene-2-boronic acid, 0.46 g of sodium carbonate, 0.020 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 the obtained residue was purified by silica gel column chromatography with a developing solvent of dichloromethane, whereby Hdm7p2npr, which is the pyrazine derivative to be produced, was found to be obtained (as a white powder in 65% yield). Note that the microwave irradiation was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). The synthesis scheme of Step 4 is illustrated in the following (d-5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056883B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-f6dbd2c7f726496ab8ee1c3ba8aef7ea |
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| Source note | uspto-grants-2015_06 |
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