Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Fluoro-4-methylbenzeneboronic acid | HCID 2782674 | — |
| Reactant | tert-Butyl 4-(4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate | HCID 67265139 | — |
| Catalyst | HCID 85567535 | HCID 85567535 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 89442483 | HCID 89442483 | 70% |
Reaction Steps
A mixture of 4-[4-bromo-1-(2-hydroxyethyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (1600.00 mg; 4.27 mmol; 1.00 eq.), 3-fluoro-4-methyl phenyl boronic acid (855.55 mg; 5.56 mmol; 1.30 eq.), palladium bis(tributylphosphine) (436.95 mg; 0.85 mmol; 0.20 eq.) and Cesium carbonate (4178.60 mg; 12.82 mmol; 3.00 eq.) in 1,4-Dioxane (10.0 mL) and water (1.50 mL) in the sealed vial was stirred at 70° C. for 5 hours. The crude was purified through flash chromatography (EtOAc in Hexanes 30% to 80%) to provide the title compound (1.2 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145392B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-83f6b557fe0a4a989358928f63abde2a |
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| Source note | uspto-grants-2015_09 |
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