Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21865297 | HCID 21865297 | — |
| Reactant | 7-Hydroxyquinoline | HCID 135426866 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11756064 | HCID 11756064 | — |
Reaction Steps
To a solution of 3,6-dichloro-4-(4-trifluoromethyl-phenyl)-pyridazine, (Example 45(d)), (441 mg, 1.5 mmol) and 7-hydroxyquinoline (441 mg, 3.0 mmol, Acros) in DMF (10 mL) was added 60% NaH (150 mg, 3.8 mmol) and the mixture was heated at 80° C. for 14 h. The solvent was removed in vacuum, the residue was partitioned between EtOAc/H2O and the aqueous layer was extracted with EtOAc. The combined organic layers were evaporated onto SiO2 and purified by flash silica gel chromatography with EtOAc/hexanes (0:1→1:0) as eluant to give the title compound as an off-white amorphous solid. Mp: 158–162° C. MS (ESI, pos ion.) m/z: 511 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07144888B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-4a0d2f2d32d844f798da36d1012d40b2 |
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| Source note | uspto-grants-2006_12 |
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