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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359312Generated: November 3, 2026

Toluene → HCID 18182508, compound

https://huagongshe.com/reaction/1359312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantThiophene-3-boronic acidHCID 581760—
ReactantHCID 18182170HCID 18182170—
SolventMethanolHCID 887—
ProductHCID 18182508HCID 1818250865.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 127 mg of 3-(3-benzyl-5-bromo-2-pyridyl)ethynyl-3-quinuclidinol (Example 22-a), 61.4 mg of 3-thiopheneboronic acid, 55.4 mg of tetrakis (triphenylphosphine)palladium(0), 2 ml of toluene, 0.5 ml of methanol and 1 ml of aqueous 2 mol sodium carbonate solution was stirred at 80° C. for 2 hours in a nitrogen atmosphere. NH-silica gel was added to the reaction solution and the solvent was removed. The residue was subjected to NH-silica gel column chromatography using 3% methanol/ethyl acetate, to give 83.9 mg of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599917B1
Source datasetuspto-grants-2003_07
ORD IDord-10d88aa629454c1f860195198b86ec9d
Source noteuspto-grants-2003_07