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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78032Generated: October 28, 2026

Tetrahydrofuran → HCID 59255210, compound

https://huagongshe.com/reaction/78032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(4-(3-Fluoro-phenoxy)-phenyl)acetohydroximoyl chlorideHCID 72262890—
SolventWaterHCID 962—
ProductHCID 59255210HCID 5925521025.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a tetrahydrofuran (5.00 mL) solution of (4-(3-fluoro-phenoxy)-phenyl)-acetohydroximoyl chloride (290 mg, 1.04 mmol) described in Manufacturing Example 81-1-2 and 3-ethynyl-pyridin-2-ylamine described in Manufacturing Example 1-2-3 (50.0 mg, 0.423 mmol) was added triethylamine (177 μL, 1.27 mmol) at room temperature, which was stirred for 30 minutes at 60° 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 (ethyl acetate:heptane=1:5) to obtain the title compound (38.7 mg, 25.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-f1ce1914e84e474b8e57fbdaba36f75a
Source noteuspto-grants-2014_09