HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-((2-chloropyrimidin-4-yl)oxy)-2-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 2-methyl-1H-indol-5-ol | HCID 83336 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-((2-chloropyrimidin-4-yl)oxy)-2-methyl-1H-indole | HCID 59823359 | 75% |
Reaction Steps
To a solution of 2,4-dichloropyrimidine (1 mmol) and 5-hydroxy-2-methylindole (1 mmol) in 5 ml EtOH was added Et3N (1 mmol). The reaction mixture was refluxed for 5 h. After removal of the solvent in vacuo and addition of H2O, the mixture was extracted with EtOAc. The organic layers were combined, washed with a saturated NaCl aqueous solution, dried over anhydrous Na2SO4, and concentrated in vacuo. The resulting oil residue was purified by column chromatography to give 5-(2-chloropyrimidin-4-yloxy)-2-methyl-1H-indole in a yield of 75%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349859B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-80da0e8f982d48bd9bb6f06f18061621 |
| Source note | uspto-grants-2013_01 |