Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 69692723 | HCID 69692723 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18674171 | HCID 18674171 | 80% |
Reaction Steps
While 2 1m of a dimethylformamide suspension containing 20 mg of 60% sodium hydride was being cooled with ice, 3 ml of a dimethylformamide solution containing 180 mg of 5-(4-fluorophenyl)-1-methyl-3-phenylacetylamino-4-(4-pyridyl)pyrazole was added dropwise thereto, followed by stirring at room temperature for 30 minutes. Then, 2 ml of a dimethylformamide solution containing 80 mg of methyl iodide was added dropwise thereto, followed by stirring at room temperature for 2 hours. After the dimethylformamide was distilled off under reduced pressure, the resulting residue was purified by column chromatography using 30 g of silica gel [with an elution solvent comprising chloroform-methanol (70:1)]. Thus, 149.2 mg (80% yield) of the title compound was obtained as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06511997B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-b3ce16af9c2643e5b09543a6f4eb0837 |
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| Source note | uspto-grants-2003_01 |
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