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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691230Generated: November 1, 2026

Tetrahydrofuran → HCID 59255162, compound

https://huagongshe.com/reaction/1691230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(6-(3-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chlorideHCID 72262903—
SolventWaterHCID 962—
ProductHCID 59255162HCID 5925516295%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (2 mL) solution of 3-ethynyl-pyridin-2,6-diamine (10 mg, 75 mmol) described in Manufacturing Example 13-1-3 and (6-(3-fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride (42 mg, 0.15 mmol) described in Manufacturing Example 71-1-4 was added triethylamine (21 μL, 0.15 mmol), which was stirred for 1 hour at 50° C. under nitrogen atmosphere. Water was added at room temperature to the reaction mixture at room temperature, which was 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 residue was purified by NH silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (27 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-b91dd5db44b8419ead1d855b36966c57
Source noteuspto-grants-2012_04