HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454269Generated: October 26, 2026
Potassium Carbonate → 7-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methoxy}-6-methoxy-4-[(3-methyl-1H-indol-5-yl)oxy]quinazoline
https://huagongshe.com/reaction/454269
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-((p-toluenesulfonyloxy)methyl)piperidine | HCID 10642851 | — |
| Reactant | 7-Hydroxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline | HCID 135763115 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methoxy}-6-methoxy-4-[(3-methyl-1H-indol-5-yl)oxy]quinazoline | HCID 22030599 | 63% |
Reaction Steps
A mixture of 7-hydroxy-6-methoxy-4-(3-methylindol-5-yloxy)quinazoline (1.00 g, 3.11 mmol), (prepared as described for the starting material in Example 271), potassium carbonate (1.288 g, 9.33 mmol) and 4-(4-methylphenylsulphonyloxymethyl)-1-tert-butoxycarbonylpiperidine (1.264 g, 3.42 mmol), (prepared as described for the starting material in Example 10), in DMF (35 ml) was stirred at 80° C. for 2 hours and allowed to cool to ambient temperature. The reaction mixture was filtered and the solvent removed in vacuo. The residue was purified by silica column chromatography, 5% methanol/95% dichloromethane and the product was recrystallised from ethanol to give 6-methoxy-4-(3-methylindol-5-yloxy)-7-(1-tert-butoxycarbonylpiperidin-4-ylmethoxy)quinazoline (1.011 g, 63%).
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-5de24ecf6ea44bb2b15277dd367e4206 |
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| Source note | uspto-grants-2013_07 |
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