Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, potassium salt | HCID 45051783 | — |
| Reactant | HCID 58128652 | HCID 58128652 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58128717 | HCID 58128717 | 100% |
Reaction Steps
To a solution of 4-[3-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-phenyl]-2H-pyridazin-3-one (1.0 g, 3.58 mmol) in DMF (10 ml) was added potassium hexamethyldisilazane (7.88 ml of 0.5M toluene solution, 3.94 mmol) at 0° C. The mixture was stirred at 0° C. for 10 minutes, and methyl iodide (0.267 ml, 4.30 mmol) was added. The mixture was aloud to reach room temperature and was stirred for 24 hours. Water was added and the product was extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/6:4) gave 1.05 g (100%) of 4-[3-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-phenyl]-2-methyl-2H-pyridazin-3-one as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08435990B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-22ae183af94244659b6612fbdd6c2e96 |
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| Source note | uspto-grants-2013_05 |
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