HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 6-Bromo-1,3-dimethyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Bromo-3-methyl-1H-indole | HCID 53402958 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-1,3-dimethyl-1H-indole | HCID 23383511 | — |
Reaction Steps
To a solution of 6-bromo-3-methyl-1H-indole (200 mg, 0.95 mmol) in DMF (8 mL) was added NaH (114 mg, 2.85 mmol, m %/60%). The mixture was stirred at room temperature for 1 h before the addition of MeI (162 mg, 1.14 mmol). The system was stirred at room temperature for 4 h then the mixture was quenched with water and extracted with EtOAc. The organic layer was concentrated to give crude product which was used in next step without further purification. LCMS (m/z): 224.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388173B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-bd6104608632445aabcb26bc882c55c3 |
| Source note | uspto-grants-2016_07 |