HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-[1-(2-Fluoroethylcarbamoyl)1H-indol-5-yloxy]-6,7-dimethoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-[(1H-Indol-5-yl)oxy]-6,7-dimethoxyquinoline | HCID 22132645 | — |
| Reactant | Phenyl (2-fluoroethyl)carbamate | HCID 22936733 | — |
| Product | 4-[1-(2-Fluoroethylcarbamoyl)1H-indol-5-yloxy]-6,7-dimethoxyquinoline | HCID 58930943 | 18.8% |
Reaction Steps
4-(1H-Indol-5-yloxy)-6,7-dimethoxyquinoline (75 mg, 0.3122 mmol), sodium hydride (13 mg, 0.3278 mmol) and phenyl N-(2-fluoroethyl)carbamate (45 mg, 0.3278 mmol) were used for reaction in the same manner as Example 310, followed by extraction with ethyl acetate/tetrahydrofuran, washing with saturated saline and drying over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was adsorbed onto silica gel and subjected to silica gel column chromatography (hexane/ethyl acetate system) to obtain the title compound (24 mg, 0.0586 mmol, 18.78%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372981B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-cf0d25d3b4cc453390d7132a8707bcbf |
| Source note | uspto-grants-2013_02 |