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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 719972Generated: October 29, 2026

Acetonitrile → HCID 135774058, compound

https://huagongshe.com/reaction/719972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-5-bromopyrazineHCID 599539—
Reactant(2-Hydroxyphenyl)boronic acidHCID 2773454—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 135774058HCID 135774058255.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

To each of 8 microwave tubes was added 2-amino-5-bromopyrazine (174 mg, 1.00 mmol), 2-hydroxyphenylboronic acid (151 mg, 1.10 mmol), acetonitrile (3 mL), dichlorobis(triphenylphosphine)palladium(II) (36 mg, 0.05 mmol), and a 1M aqueous sodium bicarbonate solution (1 mL). The 8 tubes were microwave-heated at 150° C. for 15 min. The reaction mixture was cooled and then poured into a solution of ethyl acetate and water. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in hot methanol (100 mL). The methanol solution was concentrated in vacuo until a precipitate was observed. The precipitate was filtered. The filtrate was further concentrated and filtered to afford 5-(2-hydroxy-phenyl)-pyrazin-2-ylamine (478 mg, 32%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07132425B2
Source datasetuspto-grants-2006_11
ORD IDord-d334d13335e24f36880d68f596333e6f
Source noteuspto-grants-2006_11