HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470755Generated: October 27, 2026
Potassium Carbonate → (S)-N-(1-{4-[1-(2-Cyano-4-propoxy-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide
https://huagongshe.com/reaction/1470755
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 2-Bromo-5-propoxy-benzonitrile | HCID 67125448 | — |
| Reactant | (S)-N-[1-(piperidin-4-yl-phenyl)-ethyl]-acetamide | HCID 67125510 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)-N-(1-{4-[1-(2-Cyano-4-propoxy-phenyl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide | HCID 67971195 | — |
Reaction Steps
100 mg (0.41 mmol) (S)—N-[1-(Piperidin-4-yl-phenyl)-ethyl]-acetamide (V.1) in 2 mL DMSO are added to a mixture of 97 mg (0.41 mmol) 2-bromo-5-propoxy-benzonitrile, 112 mg (0.82 mmol) potassium carbonate, 7.7 mg (0.041 mmol) copper(I) iodide and 9 mg (0.08 mmol) (L)-proline under inert gas atmosphere. The mixture is stirred for 7 d at 90° C. After that time, water is added and the mixture is extracted with ethyl acetate. The organic layer is dried over sodium sulphate and the solvent is removed in vacuo. The residue is purified by HPLC (column: Waters XBridge 5 μM; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006450B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-e8983687834e4d8e8730ce889afb9dcc |
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| Source note | uspto-grants-2015_04 |
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