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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092093Generated: October 26, 2026

Acetone → 4-(4-Cyclobutylpiperazin-1-yl)-N-[5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-yl]benzamide

https://huagongshe.com/reaction/1092093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantTrimethylaluminumHCID 16682925—
Reactant5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amineHCID 57440381—
ReactantEthyl 4-(4-cyclobutylpiperazin-1-yl)benzoateHCID 57440408—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
Product4-(4-Cyclobutylpiperazin-1-yl)-N-[5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-yl]benzamideHCID 6658987023.3%

Reaction Steps

4-(4-Cyclobutylpiperazin-1-yl)-N-[5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-yl]benzamide was prepared following the procedure as outlined for Example 100, starting from 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine (0.173 g, 0.69 mmol), ethyl 4-(4-cyclobutylpiperazin-1-yl)benzoate (0.2 g, 0.69 mmol) and a 2M solution of trimethylaluminium in toluene (1.387 mL, 2.77 mmol) in toluene (10 ml) at room temperature for 20 h. The reaction mixture was poured into acetone (20 mL), quenched with excess damp sodium sulphite, filtered and evaporated to afford a yellow solid. Acetonitrile (10 ml) was added and this was filtered to afford the title compound (0.079 g, 23.17%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129391B2
Source datasetuspto-grants-2012_03
ORD IDord-36cb671bbbae46a3aae6da726c6b575c
Source noteuspto-grants-2012_03