Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86676326 | HCID 86676326 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86676327 | HCID 86676327 | — |
Reaction Steps
A mixture of 1-[4-[4-[1-(hydroxyimino)ethyl)-2-thiazolyl]-1-piperidinyl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone (0.5 g, 1.2 mmol) (i.e. the product of Example 1, Step E), (2-bromoethyl)benzene (0.277 g, 1.5 mmol), and cesium carbonate (0.487 g, 1.5 mmol) in acetonitrile (6 mL) was heated at 60° C. overnight, diluted with dichloromethane, and filtered through a fritted SPE tube (Varian® bond elute reservoir). The reaction was concentrated under reduced pressure and the resulting residue purified via silica gel chromatography (hexanes: ethyl acetate gradient) to provide 0.17 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722678B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-a5fd347491cf485888633ae24020196c |
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| Source note | uspto-grants-2014_05 |
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