HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3-azidopropyl)-2,3-dihydro-1H-isoindole-1,3-dione → 2-{3-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,2,3]triazol-1-yl]-propyl)-isoindole-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3-azidopropyl)-2,3-dihydro-1H-isoindole-1,3-dione | HCID 186456 | — |
| Reactant | HCID 21113160 | HCID 21113160 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-{3-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,2,3]triazol-1-yl]-propyl)-isoindole-1,3-dione | HCID 21113151 | 46% |
Reaction Steps
A mixture of 8-ethynyl-2-methoxy-[1,5]naphthyridine (184 mg, 1.0 mmlole) and 2-(3-azido-propyl)-isoindole-1,3-dione (230 mg, 1.0 mmole) were refluxed in toluene (5 mL) for 12 hours. Upon cooling the product precipitated. The mixture was diluted with ether (5 mL) filtered, and the solid product was washed with ether and dried to give 190 mg (46%) of 2-{3-[4-(6-Methoxy-[1,5]naphthyridin-4-yl)-[1,2,3]triazol-1-yl]-propyl}-isoindole-1,3-dione as a grey solid as single regioisomer.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07232832B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-34abef989e5a42c3a79b2bde5d0ee3f2 |
| Source note | uspto-grants-2007_06 |