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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920900Generated: October 25, 2026

Triazabicyclodecene → 3-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amide

https://huagongshe.com/reaction/1920900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriazabicyclodeceneHCID 79873—
ReactantOxolan-3-amineHCID 3365553—
Reactant3-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl esterHCID 67492296—
SolventTolueneHCID 1140—
Product3-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amideHCID 4689688725%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester (298 mg, 0.95 mmol) and tetrahydrofuran-3-ylamine (99 mg, 1.14 mmol) in toluene (1.5 mL) was added 1,5,7-triazabicyclo[4.4.0]dec-5-ene (40 mg, 0.28 mmol) and the reaction stirred under argon overnight at 50° C. Then the mixture was evaporated and the residue purified by chromatography (silica, heptane:ethyl acetate=4:1 to 1:1) to afford the title compound (87 mg, 25%) which was obtained as a colourless gum. MS: m/e=370.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173652B2
Source datasetuspto-grants-2012_05
ORD IDord-f347d3ddd85a421fbdaff4280efc8e30
Source noteuspto-grants-2012_05