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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927215Generated: November 3, 2026

Methanol → 5-Ethynylpyridin-2-amine

https://huagongshe.com/reaction/1927215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amineHCID 22482858—
SolventWaterHCID 962—
Product5-Ethynylpyridin-2-amineHCID 2195482799.1%

Reaction Steps

To a solution of THF (1 mL) and methanol (1 mL) of 5-trimethylsilanylethynyl-pyridin-2-ylamine (26 mg) described in Manufacturing Example 3-2 was added potassium carbonate (38 mg) at room temperature, which was stirred for 1 hour at room temperature. Water was added at 0° C. to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered, after which the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the titled compound (16 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-cb77dafaf87c48c5bb543e6459916674
Source noteuspto-grants-2012_05