HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(2-quinolin-2-ylethoxy)pyridazin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Quinolineethanol | HCID 70532 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one | HCID 89586758 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(2-quinolin-2-ylethoxy)pyridazin-4(1H)-one | HCID 89586252 | 70.2% |
Reaction Steps
Toluene (20 mL) was added to di-tert-butyl diazene-1,2-dicarboxylate (345 mg), triphenylphosphine (459 mg) and the mixture was stirred at room temperature for 10 min. Then, 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one (268 mg), and further, 2-quinolin-2-ylethanol (260 mg) were added, and the mixture was stirred at room temperature for 64 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/methanol). A fraction containing the title compound was again purified by NH silica gel column chromatography (hexane/ethyl acetate) and crystallized from hexane/ethyl acetate to give the title compound (297 mg) as white needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883788B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-07eb13a060ba4f03b19331bc7d10dfab |
| Source note | uspto-grants-2014_11 |