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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691049Generated: October 29, 2026

Tetrahydrofuran → HCID 59255102, compound

https://huagongshe.com/reaction/1691049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(4-(4-Fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chlorideHCID 72262858—
SolventWaterHCID 962—
ProductHCID 59255102HCID 5925510235.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (3 mL) solution of (4-(4-fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride (200 mg, 0.679 mmol) described in Manufacturing Example 59-1-5 and 3-ethynyl-pyridin-2-ylamine (50 mg, 0.423 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (237 μL, 1.7 mmol) at room temperature, which was stirred for 4 hours at 50° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=4:1-2:1-1:1) to obtain the title compound (57 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-8f4d3eacc823442bae6f4d15bf5ea287
Source noteuspto-grants-2012_04