HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454123Generated: October 26, 2026
Potassium Carbonate → 4-(indol-5-yloxy)-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline
https://huagongshe.com/reaction/454123
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Hydroxyindole | HCID 16054 | — |
| Reactant | 4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline | HCID 22030690 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(indol-5-yloxy)-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline | HCID 22030918 | 17% |
Reaction Steps
A mixture of 4-chloro-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (360 mg, 1.00 mmol), potassium carbonate (215 mg, 1.56 mmol) and 5-hydroxyindole (147 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 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 4-(indol-5-yloxy)-6-methoxy-7-(3-(N-methyl-N-methylsulphonylamino)propoxy)quinazoline (77 mg, 17%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492560B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-837b0946abb146ec898c168d0cf07166 |
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| Source note | uspto-grants-2013_07 |
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