HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-[6-(4-Trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 7-Hydroxycarbostyril | HCID 10975787 | — |
| Reactant | 4-Chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine | HCID 16747837 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[6-(4-Trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinolin-2-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07332511B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-4d27cc13e053410ab10fc9c082bbfb47 |
| Source note | uspto-grants-2008_02 |