HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409736Generated: October 29, 2026
Potassium Carbonate → 2-{-4-[1-(4-Cyclopropylmethoxy-2-methoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide
https://huagongshe.com/reaction/409736
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 1-Bromo-4-cyclopropylmethoxy-2-methoxy-benzene | HCID 67125420 | — |
| Reactant | N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide | HCID 86686109 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-{-4-[1-(4-Cyclopropylmethoxy-2-methoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide | HCID 71576141 | — |
Reaction Steps
100 mg (0.38 mmol) N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide (VI.1) in 2 mL DMSO are added to a mixture of 99 mg (0.38 mmol) 1-bromo-4-cyclopropylmethoxy-2-methoxy-benzene, 106 mg (0.77 mmol) potassium carbonate, 7.3 mg (0.038 mmol) copper(I) iodide and 8.8 mg (0.077 mmol) (L)-proline under inert gas atmosphere. The mixture is stirred for 7 d at 90° C. and for additional 4 d at 100° C. After that time, the mixture is filtered and the solvent is evaporated. 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-0d79f3b0436d41c4ab689d99912fe452 |
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| Source note | uspto-grants-2014_06 |
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