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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77970Generated: October 29, 2026

Tetrahydrofuran → HCID 59255171, compound

https://huagongshe.com/reaction/77970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(3-Cyclopropylmethoxy-phenyl)acetohydroximoyl chlorideHCID 72262859—
SolventWaterHCID 962—
ProductHCID 59255171HCID 5925517120.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (3 mL) solution of (3-cyclopropylmethoxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.624 mmol) described in Manufacturing Example 66-1-4 and 3-ethynyl-pyridin-2-ylamine (47 mg, 0.398 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (220 μL, 1.56 mmol) at room temperature, which was stirred for 2 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. 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 (26 mg, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-e8ae07e2e5954e8da96a81493db06e60
Source noteuspto-grants-2014_09