Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 178420149 | HCID 178420149 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 178420147 | HCID 178420147 | — |
Reaction Steps
The title compound is prepared in a similar manner as described in Tetrahedron Letters, 2007, 48(14), 2519-2525. In this case, to a degassed solution of sodium tert-butoxide, palladium acetate, and 2-dicyclohexlphosphino-2′,4′,6′-triisopropylbiphenyl (X-phos) in tert-butanol and toluene is added 3-bromopyridine and 2-phenyl-5-(2-(piperidin-4-yl)-1H-imidazol-4-yl)pyrimidine. The reaction is stirred and heated at 120° C. under nitrogen for 18 hours. The reaction mixture is cooled, diluted with water and the organic material is extracted with ethyl acetate. The organic phase is washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue is chromatographed on silica to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450326B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-7e2839f7579f48f6ae9c1925e442fd88 |
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| Source note | uspto-grants-2013_05 |
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