HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-bromo-1H-indole-3-carboxylate | HCID 285091 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate | HCID 57443279 | 99% |
Reaction Steps
A mixture of 5-bromo-1H-indole-3-carboxylic acid methyl ester (200 mg, 0.787 mmol), potassium carbonate (100 mg, 0.394 mmol) and DMF (1 mL) is stirred at room temperature and iodomethane (30 μL, 0.47 mmol) is added. After 1.5 hours, additional iodomethane (10 μL) is added and the reaction is stirred for 30 minutes and diluted with dichloromethane and filtered. The filtrate is concentrated under high vacuum, diluted with ethyl acetate, filtered and concentrated under reduced pressure to give the title compound (1105 mg, 99%). ES/MS m/e 270.0 (M+2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863302B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-9f1076a93477489685482a774718285f |
| Source note | uspto-grants-2011_01 |