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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76140Generated: October 29, 2026

Tetrabutylammonium Fluoride → 2-Ethynyl-5-(4-methoxyphenyl)pyrazine

https://huagongshe.com/reaction/76140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-(4-Methoxyphenyl)-5-((trimethylsilyl)ethynyl)pyrazineHCID 66611167—
SolventDichloromethaneHCID 6344—
Product2-Ethynyl-5-(4-methoxyphenyl)pyrazineHCID 87085169—

Reaction Steps

To 2.00 g (7.08 mmol) 2-(4-methoxyphenyl)-5-((trimethylsilyl)ethynyl)pyrazine in 50 mL DCM are added 2.08 g (7.44 mmol) TBAF*H2O and the reaction mixture is stirred at r.t. for 30 min. The mixture is washed with 50 mL water (3×) and the organic layer is dried with MgSO4 and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, PE/EtOAc 100/0→80/20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835472B2
Source datasetuspto-grants-2014_09
ORD IDord-3a9d6764fffd41d2b09dca3377d4193e
Source noteuspto-grants-2014_09