HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689825Generated: November 3, 2026
Potassium Carbonate → HCID 59369326, compound
https://huagongshe.com/reaction/1689825
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-iodobenzoate | HCID 142891 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 4-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole | HCID 59369337 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59369326 | HCID 59369326 | — |
Reaction Steps
To a solution of 16 g (42 mmol) of 4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane in 40 mL of dimethyl sulfoxide, is added ethyl 4-iodobenzoate (21 g, 67 mmol), proline (2 g, 16.7 mmol) and copper(I) iodide (3.2 g, 16.7 mmol.). The resulting mixture is degassed with nitrogen followed by addition of potassium carbonate (11.6 g, 84 mmol). The reaction mixture is stirred at 100° C. for 14 hours. The mixture is cooled to room temperature and quenched with water. The mixture is extracted with EtOAc, the organics are dried over MgSO4, filtered and concentrated to afford a crude which is purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2), to obtained 17 g of the title racemic compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153624B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-e20eaa7a9fe145a2983b04b86059b5bd |
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| Source note | uspto-grants-2012_04 |
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