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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262537Generated: November 3, 2026

Water → HCID 25131099, compound

https://huagongshe.com/reaction/2262537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclopropanemethanamineHCID 75646—
ReactantTrimethylaluminumHCID 16682925—
ReactantHCID 25130783HCID 25130783—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 25131099HCID 2513109978%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of trimethylaluminium (2 M in toluene, 338 μL, 0.68 mmol) and cyclopropanemethylamine (60.4 μL, 0.68 mmol) in dioxane (9 mL) was stirred at room temperature for 1 h and then a solution of 4-[4-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid methyl ester (70 mg, 0.17 mmol) in dioxane (6 mL) was added. The resulting mixture was then heated at 85-95° C. overnight and then cooled to room temperature and then poured into water and extracted with ethyl acetate which was then washed with brine, dried over sodium sulphate and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=60:40) afforded the title compound (60 mg, 78%) which was obtained as a colourless oil. MS: m/e=453.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851469B2
Source datasetuspto-grants-2010_12
ORD IDord-2446760d8edd43b59cb75934d820eb8f
Source noteuspto-grants-2010_12