関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | (5-Chloro-2-methylphenyl)boronic acid | HCID 2773336 | — |
| 反応物 | 3-(S)-benzyl-1-(4-bromobenzyl)-piperazine | HCID 57849462 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-Benzyl-1-(5'-chloro-2'-methyl-biphenyl-4-ylmethyl)-piperazine | HCID 76582739 | 68% |
反応手順
0.1 g of 3-(S)-benzyl-1-(4-bromo-benzyl)-piperazine were combined with 1.5 equiv. of 5-chloro-2-methylphenyl boronic acid, 0.05 equiv. of tetrakis(triphenylphosphine)palladium(0), 6 equiv. of 2M aqueous sodium carbonate solution, toluene and ethanol. The reaction mixture was heated at 85° C. under nitrogen overnight. The reaction mixture was concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The combined organic phases were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography to afford 0.077 g of the title compound. Yield 68% ES MS (+) m/z 391.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07595397B2 |
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| 出典データセット | uspto-grants-2009_09 |
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| ORD ID | ord-840f17cf7ee241799f5b51c086c5d40d |
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| 出典メモ | uspto-grants-2009_09 |
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