HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrole → 3-Methoxy-6-(pyrrole-1-sulfonyl)-pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Fluorosulfonyl-6-methoxypyridazine | HCID 11030636 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Methoxy-6-(pyrrole-1-sulfonyl)-pyridazine | HCID 12071777 | 30.2% |
Reaction Steps
To an ice-cold suspension of sodium hydride (1.86 mmol, 74 mg) in DMF (1 mL) was added a solution of pyrrole (1.86 mmol, 125 mg) in DMF (2 mL). To this was added 3-fluorosulfonyl-6-methoxypyridazine (1.55 mmol, 298 mg) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was quenched with H2O (20 mL) and EtOAc (20 mL) and the EtOAc layer was collected, dried, filtered and evaporated to a residue. The residue was purified by silica gel chromatography (eluent:hexanes:EtOAc::9:1) to obtain 3-methoxy-6-(pyrrole-1-sulfonyl)-pyridazine (30%, 112 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06849629B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-67d4f05d2b084337a252cad4a4de9108 |
| Source note | uspto-grants-2005_02 |