HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline → 4-(2,3-Dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline | HCID 11782230 | — |
| Reactant | 2,3-Dimethyl-1H-indol-5-ol | HCID 22030788 | — |
| Product | 4-(2,3-Dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline | HCID 22030668 | 40% |
Reaction Steps
Using an analogous procedure to that described in Example 34, 4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (110 mg, 0.34 mmol), (prepared as described for the starting material in Example 10), was reacted with 2,3-dimethyl-5-hydroxyindole (66 mg, 0.41 mmol), (Arch. Pharm. 1972, 305, 159). The crude product was purified by column chromatography eluting with methanol/methylene chloride (1/9) followed by 3M ammonia in methanol/methanol/methylene chloride (5/15/80) to give 4-(2,3-dimethylindol-5-yloxy)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (60 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492560B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-72dd5dc0cf9449b493a58f73eb9e00ac |
| Source note | uspto-grants-2013_07 |