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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927219Generated: November 2, 2026

Tetrahydrofuran → 3-Ethynylpyridine-2,6-diamine

https://huagongshe.com/reaction/1927219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2,6-Pyridinediamine, 3-[2-(trimethylsilyl)ethynyl]-HCID 59255471—
SolventWaterHCID 962—
Product3-Ethynylpyridine-2,6-diamineHCID 5528167674.9%

Reaction Steps

To a solution of THF (100 mL) of 3-trimethylsilanylethynyl-pyridin-2,6-diamine (7.0 g) described in Manufacturing Example 4-2 was added tetrabutylammonium fluoride (1M THF solution, 17 mL) under ice cooling, which was stirred for 10 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate 3 times. The extract was dried over sodium sulfate, then concentrated under a reduced pressure, and the residue was purified by silica gel chromatography (ethyl acetate) to obtain the titled compound (3.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-b3c6c09797a94148bcb969a3a1753ce3
Source noteuspto-grants-2012_05