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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633689Generated: October 31, 2026

Phenyl dihydrogen orthoborate → HCID 57514566, compound

https://huagongshe.com/reaction/633689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl dihydrogen orthoborateHCID 78412—
ReactantQuinoxaline, 5-bromo-7-methyl- (9CI)HCID 45117463—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57514566HCID 57514566—

Reaction Steps

A mixture of 400 mg of 5-bromo-7-methyl-quinoxaline, 244 mg of phenylboric acid and 100 mg of tetrakis(triphenylphosphine)palladium in 12 ml dioxane, 4 ml of methanol and 3.6 ml 1 M aqueous sodium carbonate solution is refluxed for three hours under an argon atmosphere. Then the reaction mixture is evaporated down and the residue is distributed between ethyl acetate and water. The ethyl acetate phase is separated off, dried over magnesium sulphate and evaporated down. The crude product is purified by chromatography over a silica gel column with cyclohexane/ethyl acetate (85:15 to 70:30) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321791B2
Source datasetuspto-grants-2016_04
ORD IDord-432037f647d94bdbb5b05db4f8f1081c
Source noteuspto-grants-2016_04