HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097845Generated: November 1, 2026
Cesium carbonate → 1-{1-[6-Chloro-1-(2-dimethylamino-ethyl)-1H-indole-3-carbonyl]-piperidin-4-yl}-1,3-dihydro-indol-2-one
https://huagongshe.com/reaction/1097845
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Reactant | HCID 24991356 | HCID 24991356 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 1-{1-[6-Chloro-1-(2-dimethylamino-ethyl)-1H-indole-3-carbonyl]-piperidin-4-yl}-1,3-dihydro-indol-2-one | HCID 24987662 | 39% |
Reaction Steps
A suspension of 0.40 g (1.0 mmol) 1-[1-(6-chloro-1H-indole-3-carbonyl)-piperidin-4-yl]-1,3-dihydro-indol-2-one, 0.16 g (1.1 mmol) 1-chloro-2-dimethylaminoethane hydrochloride and 0.69 g (2.1 mmol) cesium carbonate in 10 ml acetonitrile was heated at 50° C. over night. After cooling to room temperature the reaction mixture was diluted with a 0.5 M aqueous solution of sodium hydroxide and extracted with three portions of ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sulfate and concentrated in vacuo. Flash chromatography gave 0.18 g (39%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08143281B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-6a2da020dac941b79c1bf6e938d7490c |
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| Source note | uspto-grants-2012_03 |
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