HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 22490032, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Hydroxyindole | HCID 16054 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline | HCID 11278690 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22490032 | HCID 22490032 | 15.4% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A suspension of 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (200 mg, 0.62 mmol), (prepared as described for the starting material in Example 1), 5-hydroxyindole (100 mg, 0.75 mmol) and potassium carbonate (129 mg, 0.93 mmol) in DMF (3 ml) was stirred at 100° C. for 6 hours. After cooling, the volatiles were removed under vacuum and the residue was purified by column chromatography eluting with methylene chloride/methanol saturated with ammonia (98/2 to 90/10). The fractions containing the expected product were combined and evaporated to give 4-(indol-5-yloxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (40 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06887874B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-6f44e276deca477a96a2f8e2d995d84b |
| Source note | uspto-grants-2005_05 |