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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691217Generated: November 2, 2026

Triethylamine → 3-(3-(3-Butoxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamine

https://huagongshe.com/reaction/1691217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Ethynylpyridine-2,6-diamineHCID 55281676—
ReactantHCID 72262884HCID 72262884—
SolventTetrahydrofuranHCID 8028—
Product3-(3-(3-Butoxy-benzyl)-isoxazol-5-yl)-pyridin-2,6-diamineHCID 5925540132.1%

Reaction Steps

To a tetrahydrofuran (3 mL) solution of (3-butoxy-phenyl)-acetohydroximoyl chloride (150 mg, 0.621 mmol) described in Manufacturing Example 65-1-4 and 3-ethynyl-pyridin-2,6-diamine (52.8 mg, 0.396 mmol) described in Manufacturing Example 13-1-3 was added triethylamine (216 μL, 1.55 mmol). This mixture was stirred for 4 hours at room temperature. The mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and 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:heptane=1:1˜ethyl acetate) to obtain the title compound (43 mg, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-6f280df7dce245009756a24f0bb2b689
Source noteuspto-grants-2012_04