HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,6-Dichloropyridazine | HCID 67331 | — |
| Reactant | (4-Methanesulfonamidophenyl)boronic acid | HCID 2773537 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide | HCID 86650228 | — |
Reaction Steps
To a round bottom flask was added 3,6-dichloropyridazine (20.1 mmole), 4-(methylsulfonylamino)phenylboronic acid (20.1 mmole), tetrakis(triphenylphosphine)palladium (1.00 mmole), 2M Na2CO3 (30 mL), and 1,2-dimethoxyethane (120 mL). The resulting reaction mixture was heated at 85 C for 22 hours. The reaction mixture was diluted with ethyl acetate and filtered through celite. The filtrate was washed with water. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude residue was purified by biotage column chromatography eluting with 4:1 ethyl acetate to hexane mixture to afford N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952034B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-eca395f510c54c9b97bdf17de49a7264 |
| Source note | uspto-grants-2015_02 |