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N,N'-Dimethylethylenediamine → (R)-4-tert-butyl-3-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | (4R)-4-tert-Butyl-1,3-oxazolidin-2-one | HCID 2734860 | — |
| 反応物 | [4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone | HCID 58484733 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (R)-4-tert-butyl-3-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one | HCID 67381127 | 1.1% |
反応手順
To a mixture of [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (841 mg) described in Preparation Example 8, (R)-(+)-4-tert-butyloxazolidin-2-one (214 mg), potassium carbonate (553 mg) and copper (I) iodide (76 mg) were added toluene (2 mL) and N,N′-dimethylethylenediamine (100 μL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (7 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08354401B2 |
| 出典データセット | uspto-grants-2013_01 |
| ORD ID | ord-fcb9e87eeb9e440ab812b4e634db72cd |
| 出典メモ | uspto-grants-2013_01 |