4-Chloro-5-fluoro-2-iodoaniline → 2-Amino-5-chloro-4-fluorobenzonitrile
반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH2:9])=[C:4](I)[CH:3]=1.[Cu][C:12]#[N:13]>CC(N(C)C)=O>[NH2:9][C:5]1[CH:6]=[C:7]([F:8])[C:2]([Cl:1])=[CH:3][C:4]=1[C:12]#[N:13]참가 물질
4
실험 절차
A solution of 4-chloro-5-fluoro-2-iodo-phenylamine (2.5 g, 9.21 mmol) and copper (I) cyanide (1.65 g, 18.4 mmol) in DMA (45 ml) was heated to 130° C. overnight. Most of the DMA was removed under reduced pressure and the remaining residue was diluted with EtOAc and dichloromethane. The slurry was filtered and the filter cake was washed with dichloromethane and EtOAc. The filtrate was concentrated and the remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 98:2-85:15) to afford the title compound (1232 mg, 78%) as light red solid. MS (ESI): 169.2 (M−H)−.
후처리
- customMost of the DMA was removed under reduced pressure
- additionthe remaining residue was diluted with EtOAc and dichloromethane
- filtrationThe slurry was filtered
- washthe filter cake was washed with dichloromethane and EtOAc
- concentrationThe filtrate was concentrated
- customthe remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 98:2-85:15)
출처 및 근거
- ORD 기록
- ord-fde37300bbb240708b380f3fb9459157
- 출처 데이터셋
- uspto-grants-2015_12
- 특허 번호
- US09199938B2
반응 노트
불러오는 중…