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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16822Generated: October 26, 2026

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

https://huagongshe.com/reaction/16822

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 numberUS07737149B2
Source datasetuspto-grants-2010_06
ORD IDord-fa2a768fa3db4241a868502de7e30586
Source noteuspto-grants-2010_06