HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409735Generated: October 30, 2026
4-Bromophenetole → 2-{-4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide
https://huagongshe.com/reaction/409735
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Bromophenetole | HCID 68523 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide | HCID 86686109 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-{-4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide | HCID 71576072 | — |
Reaction Steps
60 mg (0.23 mmol) N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide (VI.1) are added to a mixture of 46 mg (0.23 mmol) 1-bromo-4-ethoxy-benzene, 91 mg (97%, 0.92 mmol) sodium tert-butyrat, 28 mg (0.09 mmol) 2-(di-tert-butylphosphino)biphenyl and 21 mg (0.02 mmol) tris-(dibenzylidenaceton)-dipalladium(0) in 1.0 mL 1,4-dioxane. The mixture is stirred for 1.5 h at 120° C. in a microwave oven. After that time, the solvent is removed in vacuo and the residue is purified by HPLC (column: Waters XBridge 50; 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 | US08759528B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-7a4590e1074647f39303c2a7adec6b9d |
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| Source note | uspto-grants-2014_06 |
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