HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778268Generated: November 2, 2026
Cesium carbonate → 6-(bis(4-chlorophenyl)methyl)-8-bromo-4-((1-((trifluoromethyl)sulfonyl)piperidin-4-yl)amino)quinolin-2(1H)-one
https://huagongshe.com/reaction/1778268
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 1-Trifluoromethanesulfonylpiperidin-4-amine | HCID 43556400 | — |
| Reactant | 6-[Bis(4-chlorophenyl)methyl]-4,8-dibromoquinolin-2-ol | HCID 118323988 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-(bis(4-chlorophenyl)methyl)-8-bromo-4-((1-((trifluoromethyl)sulfonyl)piperidin-4-yl)amino)quinolin-2(1H)-one | HCID 118324097 | — |
Reaction Steps
A mixture of 6-(bis(4-chlorophenyl)methyl)-4,8-dibromoquinolin-2(1H)-one (48 mg, 0.0892 mmol), 1-((trifluoromethyl)sulfonyl)piperidin-4-amine (26.4 mg, 0.0981 mmol), Pd2(dba)3 (8.2 mg, 0.00892 mmol), dppf (14.8 mg, 0.0268 mmol), Cs2CO3 (72.7 mg, 0.223 mmol) and 1,4-dioxane (0.9 mL) was heated under argon to 95° C. overnight. The reaction was diluted with EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organics were concentrated and purified by silica column (40-50% EtOAc/hexanes) chromatography to yield 6-(bis(4-chlorophenyl)methyl)-8-bromo-4-((1-((trifluoromethyl)sulfonyl)piperidin-4-yl)amino)quinolin-2(1H)-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266835B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-140c0241f92b4c53ab264fe19dab4743 |
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| Source note | uspto-grants-2016_02 |
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