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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539655Generated: October 28, 2026

Diisopropylethylamine → HCID 66713971, compound

https://huagongshe.com/reaction/539655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant4-(4-fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-oneHCID 11726399—
Reactant2-Methyl-2-(5-(trifluoromethyl)pyridin-2-yloxy)propanoic acidHCID 16098342—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66713971HCID 6671397147.5%

Reaction Steps

To a solution of 2-methyl-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)propanoic acid (0.204 g, 0.81 mmol) in dry DMF (6 mL) was added TBTU (0.289 g, 0.90 mmol) at room temperature under atmosphere of nitrogen. To this 4-(4-fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one (0.3 g, 0.81 mmol) and DIPEA (0.303 mL, 1.74 mmol) were added. The reaction mixture was stirred at room temperature for 2 h. The progress of reaction was checked by TLC by using mobile phase 5% methanol in chloroform. The reaction mixture was diluted with ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2SO4 and solvents were evaporated on a rotatory evaporator under reduced pressure to crude solid which was purified by the flash column chromatography using eluent chloroform:methanol (98.3:1.7) to afford 4-(4-fluoro-3-(4-(2-methyl-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)propanoyl)piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one as white solid (0.230 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871765B2
Source datasetuspto-grants-2014_10
ORD IDord-1611b0dc2e814def9926cac37a8d49f1
Source noteuspto-grants-2014_10