(4-Chloro-5-iodo-pyridin-2-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone → 4-Chloro-6-(5-fluoro-2,3-dihydro-indole-1-carbonyl)-nicotinonitrile
Reaction equation
[Cu](C#N)[C:2]#[N:3].[Cl:6][C:7]1[C:12](I)=[CH:11][N:10]=[C:9]([C:14]([N:16]2[C:24]3[C:19](=[CH:20][C:21]([F:25])=[CH:22][CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[CH:8]=1>CN(C=O)C>[Cl:6][C:7]1[C:12]([C:2]#[N:3])=[CH:11][N:10]=[C:9]([C:14]([N:16]2[C:24]3[C:19](=[CH:20][C:21]([F:25])=[CH:22][CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[CH:8]=1Participants
4
Procedure
Under a nitrogen atmosphere 45 mg (0.50 mmol) copper cyanide were added to 0.10 g (0.25 mmol) (4-chloro-5-iodo-pyridin-2-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone in 1.5 mL DMF and the mixture was stirred for 2 h at RT. The reaction mixture was stirred overnight at 100° C. and then mixed with d-water. The precipitate formed was suction filtered and dried.