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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465034Generated: October 31, 2026

Tetrabutylammonium Fluoride → 7-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1465034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidineHCID 67327439—
SolventTetrahydrofuranHCID 8028—
Product7-Ethynyl-4-(methylthio)thieno[3,2-d]pyrimidineHCID 8667413591.6%

Reaction Steps

4-(Methylthio)-7-((trimethylsilyl)ethynyl)thieno[3,2-d]pyrimidine (500 mg, 1.8 mmol) was dissolved in THF (5 mL) at 1.0M and then tetrabutylammonium fluoride solution (3.6 mL, 3.6 mmol) was added thereto. The reaction mixture was stirred at room temperature for 30 minutes and then concentrated. The resulting mixture was purified by silica gel chromatography (ethyl acetate/hexane=2:8˜3:7) to obtain the title compound (340 mg, 91% yield) as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999973B2
Source datasetuspto-grants-2015_04
ORD IDord-031fd6c366114e0e8991eb1c4ecf63f0
Source noteuspto-grants-2015_04