HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → Methyl 6-(6-chloro-5-ethoxy-2-phenylindol-1-ylmethyl)pyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-(6-chloro-5-hydroxy-2-phenylindol-1-ylmethyl)pyridine-2-carboxylate | HCID 69670789 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-(6-chloro-5-ethoxy-2-phenylindol-1-ylmethyl)pyridine-2-carboxylate | HCID 69674219 | — |
Reaction Steps
To a solution of methyl 6-(6-chloro-5-hydroxy-2-phenylindol-1-ylmethyl)pyridine-2-carboxylate (100 mg) in N,N-dimethylformamide (1 mL) were added, potassium carbonate (70.4 mg) and ethyl iodide (0.031 mL) and the mixture was stirred at room temperature for 22 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed successively with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (83.9 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680120B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-d6c9deb27bff47188c7916025bbf806c |
| Source note | uspto-grants-2014_03 |