Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 86649626 | HCID 86649626 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58097118 | HCID 58097118 | — |
Reaction Steps
A mixture of 300 mg of 1-tert-butyl 4-ethyl 4-((6-((1-tert-butyl-1H-pyrazol-5-yl)amino)-4-(((trifluoromethyl)sulfonyl)oxy)pyridin-2-yl)methyl)piperidine-1,4-dicarboxylate, 87 mg of phenylboronic acid, 69.3 mg of (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II), 201 mg of potassium phosphate, 3 ml of 1,4-dioxane and 0.3 ml of water was stirred at 100° C. overnight, followed by cooling to room temperature. The reaction mixture was diluted with ethyl acetate. An insoluble matter was filtered off using Celite, and washed with ethyl acetate. The filtrate was washed with water and brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (eluent: chloroform to chloroform/methanol=9/1) to give the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08519136B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-b41b750090b345da9a4de48fced257ba |
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| Source note | uspto-grants-2013_08 |
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