HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-fluoro-2-methyl-1H-indol-5-ol → HCID 59200747, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-fluoro-2-methyl-1H-indol-5-ol | HCID 10352036 | — |
| Reactant | 7-(Benzyloxy)-4-chloro-6-methoxyquinoline | HCID 22646562 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59200747 | HCID 59200747 | — |
Reaction Steps
4-Chloro-7-benzyloxy-6-methoxy-quinoline (WO2008112407, 1.5 g) was mixed with DMAP (1.5 eq), 2-methyl-4-fluoro-5-hydroxyindole (WO0047212) (1 eq) in dioxane (20 ml). The reaction was refluxed for three days and diluted with EtOAc, water and extracted with EtOAc three times. The combined organic layer was washed with water, brine and dried. The solution was evaporated and purified with silica gel column to give 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxy-7-benzyloxyquinoline (600 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211911B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-19f0907e8cdb45f69fa35c78336f2dcb |
| Source note | uspto-grants-2012_07 |