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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694002Generated: October 31, 2026

Tetrahydrofuran → HCID 59255496, compound

https://huagongshe.com/reaction/1694002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(4-Phenoxymethyl-phenyl)-acetohydroximoyl chlorideHCID 72262854—
SolventWaterHCID 962—
ProductHCID 59255496HCID 5925549631.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (3 mL) solution of (4-phenoxymethyl-phenyl)-acetohydroximoyl chloride (150 mg, 0.545 mmol) described in Manufacturing Example 86-1-5 and 3-ethynyl-pyridin-2-ylamine (41 mg, 0.348 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (104 μL, 0.747 mmol), 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, 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 (39 mg, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-bc695c65bb614a5b8d940dce78013634
Source noteuspto-grants-2012_04