関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | (3S)-(-)-3-(Dimethylamino)pyrrolidine | HCID 7019156 | — |
| 反応物 | 2-Bromo-4-chlorobenzonitrile | HCID 23498524 | — |
| 試薬 | Cesium carbonate | HCID 10796 | — |
| 触媒 | Binap, (A+-)- | HCID 634876 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-chloro-2-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]benzonitrile | HCID 178418212 | 69.34% |
反応手順
A mixture of 2-bromo-4-chlorobenzonitrile (500 mg, 2.31 mmol), (S)-N,N-dimethylpyrrolidin-3-amine (317 mg, 2.77 mmol), cesium carbonate (1505 mg, 4.62 mmol), tris(dibenzylideneacetone)dipalladium(0) (212 mg, 0.23 mmol) and BINAP (288 mg, 0.46 mmol) in toluene (15 mL) was stirred at 100 °C for overnight. Conc. in vacuo, the residue was purified with ISCO (100% ethyl acetate to 30% methanol in ethyl acetate) to yield a light yellow solid as (S)-4-chloro-2-(3-(dimethylamino)pyrrolidin-1-yl)benzonitrile (400 mg, 69.3 %).
情報源と証拠
| 出典データセット | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-58bee23c6bfd4e46abec561eea6c720a |
|---|
| 出典メモ | 750 AstraZeneca ELN dataset |
|---|
