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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16885Generated: October 25, 2026

Trimethylaluminum → HCID 178489759, compound

https://huagongshe.com/reaction/16885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
ReactantEthyl ether methylene chlorideHCID 21881112—
ReactantEthyl 4-(4-cyclopropyl-1,4-diazepan-1-yl)benzoateHCID 66589916—
ReactantHCID 178489815HCID 178489815—
SolventTolueneHCID 1140—
ProductHCID 178489759HCID 17848975933.7%

Reaction Steps

4-(4-cyclopropyl-1,4-diazepan-1-yl)-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-cyclopropyl-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 (0.165 g, 33.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737149B2
Source datasetuspto-grants-2010_06
ORD IDord-82fab6006a0a4d4182d2a06c28df6589
Source noteuspto-grants-2010_06