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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640220Generated: October 29, 2026

Tetrahydrofuran → HCID 44159841, compound

https://huagongshe.com/reaction/640220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(6-(4-Fluoro-benzyloxy)-pyridin-3-yl)acetohydroximoyl chlorideHCID 72262905—
SolventWaterHCID 962—
ProductHCID 44159841HCID 4415984122.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a tetrahydrofuran (10.0 mL) solution of (6-(4-fluoro-benzyloxy)-pyridin-3-yl)-acetohydroximoyl chloride (150 mg, 0.508 mmol) described in Manufacturing Example 58-1-5 and 3-ethynyl-pyridin-2-ylamine (30.0 mg, 0.254 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (106 μL, 0.762 mmol) at room temperature, which was stirred for 4 hours 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=1:2) to obtain the title compound (21.2 mg, 22.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-e848d92c6272465793aae9e9f8c6e8b9
Source noteuspto-grants-2010_04