HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 6-Methoxy-4-(2-methylindol-5-yloxy)-7-(2-(4-pyridyloxy)ethoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 2-(Pyridin-4-yloxy)ethanol | HCID 3376012 | — |
| Reactant | 7-hydroxy-6-methoxy-4-(2-methyl-1H-indol-5-yloxy)quinazoline | HCID 135763108 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Methoxy-4-(2-methylindol-5-yloxy)-7-(2-(4-pyridyloxy)ethoxy)quinazoline | HCID 22030767 | 54% |
Reaction Steps
A solution of 7-hydroxy-6-methoxy-4-(2-methylindol-5-yloxy)quinazoline (193 mg, 0.6 mmol), (prepared as described in Example 49), 4-(2-hydroxyethoxy)pyridine (166 mg, 1.2 mmol), (J. Chem. Soc. Perkin II, 1987, 1867), in methylene chloride (5 ml) containing triphenylphosphine (330 mg, 1.26 mmol) and diisopropyl azodicarboxylate (255 mg, 1.26 mmol) was stirred at ambient temperature for 2 hours. The precipitate was filtered, triturated with ether followed by ethyl acetate, and dried under vacuum to give 6-methoxy-4-(2-methylindol-5-yloxy)-7-(2-(4-pyridyloxy)ethoxy)quinazoline (142 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492560B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-579125d913a64f8e9450fdb0fb953dbe |
| Source note | uspto-grants-2013_07 |