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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77926Generated: October 29, 2026

Tetrahydrofuran → HCID 44159723, compound

https://huagongshe.com/reaction/77926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(6-Phenoxymethyl-pyridin-3-yl)acetohydroximoyl chlorideHCID 72262856—
SolventWaterHCID 962—
ProductHCID 44159723HCID 441597236.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a tetrahydrofuran (3.00 mL) solution of (6-phenoxymethyl-pyridin-3-yl)-acetohydroximoyl chloride (80.0 mg, 0.289 mmol) described in Manufacturing Example 54-1-6 and 3-ethynyl-pyridin-2-ylamine (20.0 mg, 0.169 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (70.7 μL, 0.507 mmol) at room temperature, which was stirred for 4.5 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=2:1→3:1) to obtain the title compound (4.00 mg, 6.60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-f4fbbd6d1ca6451cb4adc43942b02eef
Source noteuspto-grants-2014_09