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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092152Generated: October 25, 2026

Trimethylaluminum → HCID 178456261, compound

https://huagongshe.com/reaction/1092152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
ReactantEthyl ether methylene chlorideHCID 21881112—
ReactantEthyl 4-(4-allyl-1,4-diazepan-1-yl)benzoateHCID 66589947—
ReactantHCID 178489815HCID 178489815—
SolventTolueneHCID 1140—
ProductHCID 178456261HCID 17845626114.5%

Reaction Steps

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(4-prop-2-enyl-1,4-diazepan-1-yl)benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-allyl-1,4-diazepan-1-yl)benzoate (0.288 g, 1 mmol, 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.247 g, 1 mmol) and a 2M solution of trimethylaluminium (1.250 mL, 2.50 mmol) in toluene. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford a gum, which solidified on trituration with DCM/Ether to afford the title compound (0.071 g, 14.50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129391B2
Source datasetuspto-grants-2012_03
ORD IDord-45bee38e1bf642e5b95c3f32d4bcb6df
Source noteuspto-grants-2012_03