HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774691Generated: November 2, 2026
Water → 7-[4-(4-Benzo[b]thien-4-yl-1-piperazinyl)butoxy]-1-(cyclohexylcarbonyl)-3,4-dihydro-2(1h)-quinolinone
https://huagongshe.com/reaction/1774691
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butoxy]-3,4-dihydro-1H-quinolin-2-one | HCID 11857245 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-[4-(4-Benzo[b]thien-4-yl-1-piperazinyl)butoxy]-1-(cyclohexylcarbonyl)-3,4-dihydro-2(1h)-quinolinone | HCID 71294973 | — |
Reaction Steps
To a solution of 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-3,4-dihydro-1H-quinolin-2-one (1 g) synthesized in the same manner as in WO2006/112464 (Example 11) in dichloromethane (30 ml) was added pyridine (0.37 ml), with stirring under ice-cooling, cyclohexanecarbonyl chloride (0.46 ml) was added and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=9:1) to give 7-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)-butoxy]-1-(cyclohexanecarbonyl)-3,4-dihydroquinolin-2(1H)-one (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260420B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-1b16d24c8b1740f7a1bad57415f451b5 |
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| Source note | uspto-grants-2016_02 |
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