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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858993Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 8-({6-[4-(Trifluoromethyl)phenyl]pyrimidin-4-yl}oxy)quinolin-2-ol

https://huagongshe.com/reaction/858993

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidineHCID 16747837—
ReactantHCID 178515617HCID 178515617—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product8-({6-[4-(Trifluoromethyl)phenyl]pyrimidin-4-yl}oxy)quinolin-2-olHCID 16748209—

Reaction Steps

To a mixture of 4-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidine, (Example 2(a), Method A), (0.10 g, 0.39 mmol) and 2,8-quinolinediol (0.075 g, 0.46 mmol, Fluka) in acetonitrile (5 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (0.069 mL, 0.46 mmol, Aldrich). The mixture was heated to reflux for 6 h, allowed to cool to room temperature, and diluted with EtOAc. The solids were filtered, washed with EtOAc and dried in vacuum for 16 h to yield the title compound as long white needles. Mp: 312° C., MS (ESI, pos. ion) m/z: 384 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148221B2
Source datasetuspto-grants-2006_12
ORD IDord-0968306a51724d2598048087b48020a9
Source noteuspto-grants-2006_12