Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77854Generated: October 26, 2026

Methanol → 5-Ethynylpyridin-2-amine

https://huagongshe.com/reaction/77854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amineHCID 22482858—
SolventTetrahydrofuranHCID 8028—
Product5-Ethynylpyridin-2-amineHCID 2195482799%

Reaction Steps

To a solution of 5-trimethylsilanylethynyl-pyridin-2-ylamine (26 mg, 137 mmol) described in Manufacturing Example 28-1-2 in tetrahydrofuran (1 mL) and methanol (1 mL) was added potassium carbonate (37.9 mg, 274 mmol) at room temperature, which was stirred for 1 hour at room temperature. The reaction solution was partitioned into water and ethyl acetate at 0° C. The organic layer was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (16 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-6a43d2ee26304e1db26883df77080a70
Source noteuspto-grants-2014_09