HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-methyl-1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one | HCID 68554600 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-methyl-1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one | HCID 25001000 | 64% |
Reaction Steps
1′-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3′-pyrrolidin]-2(1H)-one (300 mg) obtained in Example 158 was dissolved in N,N-dimethylformamide (10 mL), sodium hydride (60 w %, 35 mg) was added, and the mixture was stirred at room temperature for 30 min. Iodomethane (0.054 mL) was added, and the mixture was further stirred at room temperature for 3 hr. The reaction was quenched with saturated aqueous ammonium chloride solution, and water (20 mL) was added. The resulting precipitate was collected by filtration to give the object product (198 mg, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575167B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-96d7a5782c9d490ebbbd1d2574924b0f |
| Source note | uspto-grants-2013_11 |