HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 68832709, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68832721 | HCID 68832721 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68832709 | HCID 68832709 | 52.6% |
Reaction Steps
To a solution of 1-(3,4-difluoro-benzyl)-5-nitro-1,2-dihydro-indazol-3-one (prepared in analogy to example 80 using 3,4-difluorobenzylbromide (step A)) (0.2 g) in DMF was added NaH (0.019 g) and the solution was stirred for 1 hour. Iodomethane (0.14 g) was then added and the mixture was stirred overnight. The reaction mixture was quenched with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated in vacuo to afford a crude orange residue. Flash column chromatography of the crude residue over silica gel afforded the desired 1-(3,4-difluoro-benzyl)-2-methyl-5-nitro-1,2-dihydro-indazol-3-one (0.11 g) as a yellow solid. MS (ESI−): 318.1 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528158B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-86177734ad0a472782eabb9bee6be1fa |
| Source note | uspto-grants-2009_05 |