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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78100Generated: October 30, 2026

Tetrahydrofuran → HCID 57626339, compound

https://huagongshe.com/reaction/78100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(6-(4-Fluoro-benzyloxy)-pyridin-3-yl)acetohydroximoyl chlorideHCID 72262905—
SolventWaterHCID 962—
ProductHCID 57626339HCID 5762633976.5%

Reaction Steps

To a tetrahydrofuran (10.0 mL) solution of (6-(4-fluoro-benzyloxy)-pyridin-3-yl)-acetohydroximoyl chloride (133 mg, 0.450 mmol) described in Manufacturing Example 58-1-5 and 3-ethynyl-pyridin-2,6-diamine (30.0 mg, 0.225 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (94.1 μL, 0.675 mmol), which was stirred for 3 hours at room temperature. Water was added to the reaction solution at room temperature, which was 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=3:1) to obtain the title compound (67.4 mg, 76.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-7fb8e88c72f846fb800b1c83a71b7dc7
Source noteuspto-grants-2014_09