HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454129Generated: October 25, 2026
Potassium Carbonate → 6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline
https://huagongshe.com/reaction/454129
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-methyl-1H-indol-5-ol | HCID 83336 | — |
| Reactant | 4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline | HCID 22030690 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline | HCID 22030893 | 35.3% |
Reaction Steps
A mixture of 4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (360 mg, 1.00 mmol), (prepared as described for the starting material in Example 152), potassium carbonate (215 mg, 1.56 mmol) and 5-hydroxy-2-methylindole (162 mg, 1.10 mmol) in DMF (8.0 ml) was stirred at 100° C. for 5 hours and allowed to cool to ambient temperature. The solvent was removed by evaporation and the residue was purified by silica column chromatography eluting with methanol (2.5 to 5%) in dichloromethane. The resulting solid was recrystallised from ethyl acetate, filtered and washed with diethyl ether to give 6-methoxy-4-(2-methylindol-5-yloxy)-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (166 mg, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08492560B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-5c019b2f7a9b4d0194da655d32b95389 |
|---|
| Source note | uspto-grants-2013_07 |
|---|