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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78019Generated: October 29, 2026

Tetrahydrofuran → HCID 59255194, compound

https://huagongshe.com/reaction/78019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
ReactantHCID 72262868HCID 72262868—
SolventWaterHCID 962—
ProductHCID 59255194HCID 5925519422%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (3 mL) solution of (4-cyclopentyloxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.592 mmol) described in Manufacturing Example 78-1-4 and 3-ethynyl-pyridin-2-ylamine described in Manufacturing Example 1-2-3 (45 mg, 0.378 mmol) was added triethylamine (206 μL, 1.48 mmol), which was stirred for 3 hours at 50° C. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with water and 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 (heptane:ethyl acetate=4:1-2:1) to obtain the title compound (44 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-3d17447158d840afb74ef83e91bf03b1
Source noteuspto-grants-2014_09