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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16862Generated: October 30, 2026

Trimethylaluminum → HCID 178489768, compound

https://huagongshe.com/reaction/16862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
ReactantEthyl 4-((3S,5R)-3,5-dimethylpiperazin-1-yl)benzoateHCID 23381002—
ReactantHCID 178489815HCID 178489815—
SolventDichloromethaneHCID 6344—
ProductHCID 178489768HCID 17848976850.2%

Reaction Steps

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-[(3R,5S)-3,5-dimethylpiperazin-1-yl]benzamide was prepared following the procedure as for Example 155, but starting with ethyl 4-((3R,5S)-3,5-dimethylpiperazin-1-yl)benzoate (0.525 g, 2 mmol), 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.495 g, 2.00 mmol) and 2M trimethylaluminium (2.5 ml, 5.0 mmol in toluene). The crude mixture was chromatographed on a SCX column, eluting with 7N ammonia in methanol. Fractions containing product were combined and evaporated to give an oil. The oil was suspended in dichloromethane (20 ml) and product slowly crystallised out. This was filtered to give the title compound (0.465 g, 50.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737149B2
Source datasetuspto-grants-2010_06
ORD IDord-7d576a6e47b1488a877f19176448944d
Source noteuspto-grants-2010_06