Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | HCID 57719296 | HCID 57719296 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57719127 | HCID 57719127 | 65% |
Reaction Steps
1-(4-tert-Butyl-benzyl)-4-[3-(3-iodo-4-methoxy-phenyl)-propyl]-3-methyl-imidazolidin-2-one (0.300 g, 0.580 mmole), methyl boronic acid (0.069 g, 1.16 mmole) and cesium carbonate (0.264 g, 1.74 mmole) are mixed in dioxane (6.0 mL). After bubbling with nitrogen for 15 minutes, 1,1′-bis(diphenylphosphino)ferrocence palladium (II) chloride (0.060 g, 0.015 mmole) is added. The reaction is heated at 80° C. for 4 hours. The solvent is removed on rota-vapor, and the crude product is purified by column chromatography (silica gel, gradient elution 0-20% acetone in hexane) to provide a yellow oil (0.153 g, 65%). Mass [EI+] 409 (M+H)+, 817(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544812B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-4457cf5e7fa04514b3ba8add40fd6165 |
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| Source note | uspto-grants-2009_06 |
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