Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Aminoacetophenone | HCID 7468 | — |
| Reactant | HCID 11601706 | HCID 11601706 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 11639635 | HCID 11639635 | 57.6% |
Reaction Steps
To a solution of 2′-chloro-6′-phenyl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-4-ol (40 mg, 0.13 mmol) in toluene (4 mL) were added potassium tert-butoxide (31 mg, 0.26 mmol), palladium(II)acetate (3 mg, 0.156 mmol), BINAP (4 mg, 0.0065 mmol) and 1-(4-aminophenyl)-ethanone (22 mg, 0.156 mmol) in a 10 mL reaction vessel. This reaction mixture was subjected the microwave radiation, in which the microwave power was 250 W, to attain a reaction temperature of 150° C. After this reaction proceeded for 30 min, water (5 mL) was added to the reaction mixture and the reaction product was extracted with ethyl acetate. The organic layer was dried over sodium sulphate, filtered, and the filtrate concentrated under vacuum. The product was purified through column chromatography using 230-400 mesh silica gel (5% methanol in dichloromethane) to afford the desired compound as a yellow solid (29 mg, yield 55%, purity 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622486B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-088be91f8e614094b50fdc57d613c927 |
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| Source note | uspto-grants-2009_11 |
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