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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77937Generated: October 29, 2026

Tetrahydrofuran → HCID 44159841, compound

https://huagongshe.com/reaction/77937

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 numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-7577968a0f1f484e86e67570804c3838
Source noteuspto-grants-2014_09