HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1H-Indazole, 1-methyl-6-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 6-Nitroindazole | HCID 24239 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1H-Indazole, 1-methyl-6-nitro- | HCID 81290 | — |
Reaction Steps
To a solution of 6-nitroindazole (8 g) in THF (200 ml) was added NaH (2.5 g) at 0° C. The reaction was stirred for 30 min and MeI (3.7 ml) was added and stirred at RT overnight. The reaction was quenched with water and extracted with EtOAc twice, then was further purified by column chromatography to give 1-methyl-6-nitro-1H-indazole which was hydrogenated with an H2 atmosphere in the presence of Pd/C (400 mg) to give 1-methyl-6-amino-1H-indazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07102009B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-3d815f6a90f44c38b10d5ff34d0c5d05 |
| Source note | uspto-grants-2006_09 |