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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055948Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-[6-(4-Trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinolin-2-one

https://huagongshe.com/reaction/2055948

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant7-HydroxycarbostyrilHCID 10975787—
Reactant4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineHCID 16747837—
SolventAcetonitrileHCID 6342—
Product7-[6-(4-Trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinolin-2-oneHCID 10407587—

Reaction Steps

The title compound was prepared analogous to the methods used in Example 32(e) using 4-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidine, (Example 2(a), Method A), (0.50 g, 1.9 mmol), 7-hydroxy-1H-quinolin-2-one (0.37 g, 2.3 mmol, prepared according to Synthesis 1997, 87-90) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.35 mL, 2.3 mmol, Aldrich) in CH3CN (40 mL). Purification by flash chromatography (0→2.5% MeOH/CH2Cl2) afforded the title compound as an off-white powder. Mp 288° C. MS (ESI, pos. ion) m/z: 384 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332511B2
Source datasetuspto-grants-2008_02
ORD IDord-4d27cc13e053410ab10fc9c082bbfb47
Source noteuspto-grants-2008_02