Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxazole | HCID 9255 | — |
| Reactant | 2-Propanol, 2-methyl-, lithium salt (1:1) | HCID 23664764 | — |
| Reactant | (R)-3-(4-Bromo-phenyl)-1-(2-methyl-pyridin-4-yl)-3-o-tolyl-propan-1-one | HCID 66666695 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Product | HCID 67015701 | HCID 67015701 | — |
Reaction Steps
To a solution of (−)-3-(4-bromophenyl)-1-(2-methylpyridin-4-yl)-3-o-tolylpropan-1-one (120 mg; example 142, step 2), oxazole (126 mg) and tetrakis(triphenylphosphine) palladium(0) (68 mg) was added lithium tert-butoxide (141 mg) and the reaction mixture heated by microwave irradiation to 120° C. for 30 min. The reaction mixture was extracted over a sat. solution of sodium hydrogencarbonate (50 mL) with ethyl acetate (3×50 mL) and the combined organic phases dried over sodium sulfate. The crude reaction product was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane/ethyl acetate (1:1 to 2:1) to give the title compound as a colorless oil. MS (ESI+): m/z=383.0 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08765730B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-26631bcb2611401c829c1b8c2ae5060d |
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| Source note | uspto-grants-2014_07 |
|---|
