Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16887Generated: October 25, 2026

Trimethylaluminum → HCID 178489765, compound

https://huagongshe.com/reaction/16887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylaluminumHCID 16682925—
ReactantEthyl ether methylene chlorideHCID 21881112—
ReactantEthyl 4-(4-isopropyl-1,4-diazepan-1-yl)benzoateHCID 66589777—
ReactantHCID 178489815HCID 178489815—
SolventTolueneHCID 1140—
ProductHCID 178489765HCID 17848976542.9%

Reaction Steps

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-4-(4-propan-2-yl-1,4-diazepan-1-yl)benzamide was prepared using the same procedure as for Example 159, but starting from ethyl 4-(4-isopropyl-1,4-diazepan-1-yl)benzoate (0.212 g, 0.73 mmol), 5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-amine (0.181 g, 0.73 mmol) and a 2M solution of trimethylaluminium (0.913 ml, 1.83 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 (0.154 g, 42.9%) as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737149B2
Source datasetuspto-grants-2010_06
ORD IDord-dc102ca2c2c540a58848de65a938410f
Source noteuspto-grants-2010_06