Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-methyl-6-nitro-1H-indazole | HCID 24728762 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90308741 | HCID 90308741 | — |
| Product | HCID 90308781 | HCID 90308781 | — |
Reaction Steps
Iodoethane (1.2 mL) and sodium hydride (60% in oil; 600 mg) were added to a solution of 4-methyl-6-nitro-1H-indazole (1.77 g), which can be synthesized by the method described in Patent No. WO 2009/084695, in DMF (17 mL), and the reaction solution was stirred at room temperature for 15 minutes. After dilution with ethyl acetate, the reaction solution was washed with water twice and then with a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum. The resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 1-ethyl-4-methyl-6-nitro-1H-indazole and 2-ethyl-4-methyl-6-nitro-2H-indazole as a light yellow solid, respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145414B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-8f5627b29a36422aaf50f0c5ba8868c3 |
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| Source note | uspto-grants-2015_09 |
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