HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-(5-bromo-7-fluoro-4-methoxy-1-methyl-1H-indol-3-yl)-N,N-dimethylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-(5-bromo-7-fluoro-4-methoxy-1H-indol-3-yl)-N,N-dimethylacetamide | HCID 66927153 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(5-bromo-7-fluoro-4-methoxy-1-methyl-1H-indol-3-yl)-N,N-dimethylacetamide | HCID 66927024 | — |
Reaction Steps
To the solution of 8-10 (7.0 g, 21.3 mmol) in anhydrous DMF (20 mL) was added KOH (4.34 g, 78.0 mmol), and MeI (4.55 g, 32.0 mmol) at room temperature. After the mixture was stirred for 1 h, TLC showed that the reaction was completed. The mixture was quenched with water and extracted with ethyl acetate (150 mL×3). The organic layers were combined and concentrated in vacuo. 8-11 (7.2 g, crude) was obtained as yellow oil and used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912220B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-757e061c3161449d868cc28fdac45355 |
| Source note | uspto-grants-2014_12 |