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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78146Generated: October 30, 2026

Tetrahydrofuran → HCID 59255070, compound

https://huagongshe.com/reaction/78146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
Reactant(4-(3-Fluoro-pyridin-2-yloxymethyl)-phenyl)acetohydroximoyl chlorideHCID 72262846—
SolventWaterHCID 962—
ProductHCID 59255070HCID 5925507092%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a tetrahydrofuran (2 mL) solution of (4-(3-fluoro-pyridin-2-yloxymethyl)-phenyl)-acetohydroximoyl chloride (33 mg, 0.11 mmol) described in Manufacturing Example 149-1-4 were added 3-ethynyl-pyridin-2,6-diamine (10 mg, 75 mmol) described in Manufacturing Example 13-1-3 and triethylamine (21 μL, 0.15 mmol), which was stirred for 2 hours and 25 minutes at 50° C. and under nitrogen atmosphere. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate: methanol=20:1) to obtain the title compound (27 mg, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-67015b9450c94ea883be98f8258c2e95
Source noteuspto-grants-2014_09