참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cyanide | HCID 5975 | — |
| 반응물 | Dimethylformamide | HCID 6228 | — |
| 반응물 | 5-Bromo-N,N-Dimethyltryptamine | HCID 360252 | — |
| 촉매 | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)- | HCID 28511 | 84% |
반응 단계
Under an inert atmosphere a flask is charged with [2-(5-bromo-1H-indol-3-yl)-ethyl]-dimethyl-amine (Example 3) (1.0 g, 3.74 mmol), zink cyanide (0.235 g, 2 mmol), Pd2(dba)3xCHCl3 (0.194 mg, 5 mol %), dppf (bis-diphenylphosphino ferrrocene) (0.207 g, 0.374 mmol, 10 mol %), and DMF (12 mL). The orange slurry is heated to 110° C. and stirred for 21 hours. To the black suspension which has formed, THF (100 mL) is added, and this is extracted with 1 N NaOH (100 mL). The organic layer is washed with water twice (50 mL each), dried and removal of the solvent gives the title product (0.67 g, 84%) as brown solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08822702B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-ace231b6097c4b76adff4768199da957 |
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| 출처 메모 | uspto-grants-2014_09 |
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