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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891703Generated: October 30, 2026

Tetrahydrofuran → HCID 59255347, compound

https://huagongshe.com/reaction/1891703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(6-(3-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chlorideHCID 72262903—
SolventWaterHCID 962—
ProductHCID 59255347HCID 5925534753.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (4 mL) solution of 3-ethynyl-pyridin-2-ylamine (20 mg, 0.17 mmol) described in Manufacturing Example 1-2-3 and (6-(3-fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride (95 mg, 0.34 mmol) described in Manufacturing Example 71-1-4 was added triethylamine (47 μL, 0.34 mmol), which was stirred for 3 hours at 50° C. under nitrogen atmosphere. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the filtrate was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1) and further purified by reverse-phase high-performance liquid chromatography (using an acetonitrile-water mobile phase containing 0.1% trifluoracetc acid) to obtain the title compound (33 mg, 33%) as a ditrifluoracetic acid salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-a0aeeb7e2e624e5abf691c51f9152d0a
Source noteuspto-grants-2013_08