Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640290Generated: October 29, 2026

Tetrahydrofuran → 3-(3-(6-(4-Fluoro-phenoxy)-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine

https://huagongshe.com/reaction/640290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridin-2-amineHCID 12422526—
Reactant(6-(4-Fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chlorideHCID 72262888—
SolventWaterHCID 962—
Product3-(3-(6-(4-Fluoro-phenoxy)-pyridin-3-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamineHCID 5925520132%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of (6-(4-fluoro-phenoxy)-pyridin-3-yl)-acetohydroximoyl chloride (25 mg) described in Manufacturing Example 75-1-4 and tetrahydrofuran (1 mL) were added 3-ethynyl-pyridin-2-ylamine (6.0 mg, 0.051 mmol) described in Manufacturing Example 1-2-3 and triethylamine (21 μL, 0.15 mmol), which was stirred for 5 hours at 55° C. The reaction mixture was cooled to room temperature and water was added thereto at that temperature, followed by extraction with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=2:1) to obtain the title compound (5.9 mg, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691882B2
Source datasetuspto-grants-2010_04
ORD IDord-eb151c0c9f664553890540fcd7ef10b0
Source noteuspto-grants-2010_04