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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255917Generated: November 2, 2026

Tetrabutylammonium Fluoride → 3-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridine

https://huagongshe.com/reaction/1255917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-(Pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridineHCID 21255932—
SolventTetrahydrofuranHCID 8028—
Product3-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridineHCID 21255943—

Reaction Steps

To a solution of 3-(pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridine (0.7 mmol) in 3.5 mL of THF is added 1.05 mL (1.05 mmol) of tetrabutylammonium fluoride (1.0M in THF) at ambient temperature. The solution is stirred for 15 min, concentrated, and the crude product is purified by silica gel flash chromatography (eluted with 50% EtOAc/hexanes) to provide product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461167B2
Source datasetuspto-grants-2013_06
ORD IDord-3dd759434a5447d091657b7d64db38ac
Source noteuspto-grants-2013_06