HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 2-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- | HCID 11325 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-5-nitropyridine | HCID 78240 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | 6-(2-Fluorophenyl)pyridin-3-ol | HCID 23145770 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-(6-(2-Fluorophenyl)pyridin-3-yloxy)ethyl)isoindole-1,3-dione | HCID 59761352 | — |
Reaction Steps
500 mg (2.64 mmol) of 6-(2-fluorophenyl)pyridin-3-ol (prepared from 2-bromo-5-nitropyridine and 2-fluorophenylboronic acid; the nitro group was converted into the hydroxy group according to the method described in WO 98/25920), 730.6 mg (5.28 mmol) of potassium carbonate and 738.6 mg (2.91 mmol) of 2-(2-bromoethyl)-isoindole-1,3-dione in 10 ml of DMF were stirred at room temperature for 4 h. The solvent was removed by evaporation and the residue treated with ethyl acetate and water. The organic layer was evaporated and the residue purified by chromatography. Yield: 189 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518976B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-d2ac8837ecf24754aafcb474072790a7 |
| Source note | uspto-grants-2013_08 |