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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275450Generated: November 1, 2026

Water → HCID 86688749, compound

https://huagongshe.com/reaction/2275450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dimethylphenylboronic acidHCID 583322—
Reactant5-Chloro-2,3-bis(3,5-dimethylphenyl)pyrazineHCID 86688747—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 86688749HCID 8668874989%

Reaction Steps

Then, 1.21 g of 5-chloro-2,3-bis(3,5-dimethylphenyl)pyrazine obtained in Step 3, 1.10 g of 2,6-dimethylphenylboronic acid, 0.78 g of sodium carbonate, 15 mg of Pd(PPh3)2Cl2, 14 mL of water, and 14 mL of acetonitrile were put into a recovery flask equipped with a reflux pipe, and the mixture was bubbled with argon for 15 minutes. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for 3 hours. Here, into the flask were further put 0.55 g of 2,6-dimethylphenylboronic acid, 0.39 g of sodium carbonate, and 7 mg of Pd(PPh3)2Cl2, and the mixture was bubbled with argon for 15 minutes. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) again for 3 hours to be heated. The mixture was suction-filtered and the obtained solid was washed with ethanol. The obtained solid was dissolved in dichloromethane and filtered through a filter aid in which Celite, alumina, and Celite were stacked in that order, so that Hdmdppr-dmp (abbreviation), which was the pyrazine derivative to be produced, was obtained as a white powder in a yield of 89%. A synthesis scheme of Step 4 is shown in (h-4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127032B2
Source datasetuspto-grants-2015_09
ORD IDord-c6c684b938994c58b54260db2e0012d9
Source noteuspto-grants-2015_09