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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2056530Generated: October 25, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 6-[4-(2-TRIFLUOROMETHYLBENZYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE

https://huagongshe.com/reaction/2056530

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(Chloromethyl)-2-(trifluoromethyl)benzeneHCID 89028—
Reactant6-Piperazin-1-yl-pyridazin-3-carboxylic acid (3-methylbutyl)amideHCID 66849322—
SolventEthyl AcetateHCID 8857—
Product6-[4-(2-TRIFLUOROMETHYLBENZYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDEHCID 1673378872%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 6-piperazin-1-yl-pyridazine-3-carboxylic acid (3-methylbutyl)amide (0.255 mmol), 2-trifluoromethylbenzyl chloride (0.255 mmol), and 1,8-diazabicylco[5.4.0]undec-7-ene (0.77 mmol) was stirred and heated at 60° C. overnight. The reaction mixture was ten diluted with EtOAc (100 mL) and washed with aqueous saturated NaHCO3 (2×20 mL) and brine (2×20 mL). The organic layer was dried over anhydrous Na2SO4, concentrated, and purified by flash chromatography to give the title compound as a white solid (80 mg, 72% yield). 1H NMR (500 MHz, CDCl3) δ 8.00, 7.86, 7.82, 7.65, 7.55, 7.37, 6.95, 3.74-3.79, 3.73, 3.46-3.52, 2.62, 1.65-1.76, 1.52, 0.94. MS (ES+) m/z 436 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07335658B2
Source datasetuspto-grants-2008_02
ORD IDord-75a918b936504b729a8aef1ac515de8b
Source noteuspto-grants-2008_02