HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Hydroxyquinoline → 8-[4-[4-(Trifluoromethyl)phenyl]-2-pyridyloxy]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-4-(4-trifluoromethylphenyl)pyridine | HCID 28875863 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-[4-[4-(Trifluoromethyl)phenyl]-2-pyridyloxy]quinoline | HCID 57808232 | — |
Reaction Steps
This material was prepared according to the method described in Example 413 using 2-chloro-4-(4-trifluoromethyl-phenyl)-pyridine (Example 410 (c), 0.16 g, 0.6 mmol), 8-hydroxyquinoline (0.1 g, 0.7 mmol), sodium hydride (38 mg, 1.0 mmol) and copper (I) iodide (12 mg, 0.06 mmol) in DMF (3 mL). Purification on a Biotage 40S column (3:1 hexanes:EtOAc), provided the title compound as a white solid. MS (ESI, pos. ion) m/z: 367 (M+1). Anal. Calcd for C21H13F3N2O: C, 68.85; H, 3.58; N, 7.65. Found: C, 68.88; H, 3.59; N, 7.51.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582657B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-8ad33f3413eb45b78c5173d01ae4889d |
| Source note | uspto-grants-2009_09 |