HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 68014853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(Bromomethyl)biphenyl | HCID 3864405 | — |
| Reactant | HCID 178493808 | HCID 178493808 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68014853 | HCID 68014853 | 49.7% |
Reaction Steps
5-Methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (0.0478 g) was dissolved in DMF (3.6 mL), NaH (0.0078 g, 60%, in oil) and tetrabutylammoniumiodide (0.0131 g) were added at 0° C., and the mixture was stirred at the same temperature for 20 min. To the reaction mixture was added 3-(bromomethyl)biphenyl (0.0462 g) at 0° C., and the mixture was stirred at room temperature for 2.5 days. The reaction mixture was diluted with water, extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel column chromatography (ethyl acetate/hexane→methanol/ethyl acetate) to give the title compound (0.0385 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150588B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-366a0f9813e8447da3ee85ad43891989 |
| Source note | uspto-grants-2015_10 |