HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(quinolin-2-ylmethoxy)pyridazin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Chloromethyl)quinoline hydrochloride | HCID 3083823 | — |
| Reactant | 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one | HCID 89586758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(1-methyl-1H-pyrazol-5-yl)-1-phenyl-5-(quinolin-2-ylmethoxy)pyridazin-4(1H)-one | HCID 89586498 | 55.3% |
Reaction Steps
To a solution of 5-hydroxy-3-(1-methyl-1H-pyrazol-5-yl)-1-phenylpyridazin-4(1H)-one (268 mg) in dimethylformamide (10 mL) was added cesium carbonate (782 mg), 2-(chloromethyl)quinoline hydrochloride (236 mg) was added with stirring under ice-cooling, and the mixture was allowed to warm to room temperature and stirred for 64 hr. Water was added to the reaction mixture and the mixture was stirred for 1 hr. The precipitated crystals were collected by filtration, washed successively with water, methanol and diisopropyl ether, and dried to give the title compound (226 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883788B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0955f19750444628a734b417dc7f4f7a |
| Source note | uspto-grants-2014_11 |