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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77834Generated: October 27, 2026

Water → 3-Ethynylpyridine-2,6-diamine

https://huagongshe.com/reaction/77834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2,6-Pyridinediamine, 3-[2-(trimethylsilyl)ethynyl]-HCID 59255471—
SolventTetrahydrofuranHCID 8028—
Product3-Ethynylpyridine-2,6-diamineHCID 5528167673.8%

Reaction Steps

To a solution of 3-trimethylsilanylethynyl-pyridin-2,6-diamine (7.0 g, 34.1 mmoL) described in Manufacturing Example 13-1-2 in tetrahydrofuran (100 mL) was added tetrabutylammonium fluoride (1M tetrahydrofuran solution, 17 mL, 17 mmol) on an ice bath, 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, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate) to obtain the title compound (3.35 g, 73.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-9bfab83f2eb7466e9bc8c3324ee34706
Source noteuspto-grants-2014_09