3,5-Dimethylpiperidine → 4-Chloro-6-(cis-3,5-dimethylpiperidino)-5-fluoropyrimidine
反応式
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([Cl:9])[N:5]=[CH:4][N:3]=1.[CH3:10][CH:11]1[CH2:16][CH:15]([CH3:17])[CH2:14][NH:13][CH2:12]1>>[Cl:9][C:6]1[C:7]([F:8])=[C:2]([N:13]2[CH2:14][C@H:15]([CH3:17])[CH2:16][C@H:11]([CH3:10])[CH2:12]2)[N:3]=[CH:4][N:5]=1.[Cl:1][C:2]1[CH:7]=[C:6]([N:13]2[CH2:14][C@@H:15]([CH3:17])[CH2:16][C@H:11]([CH3:10])[CH2:12]2)[N:5]=[CH:4][N:3]=1参加物
4
実験手順
0.2 g of 4,6-dichloro-5-fluoropyrimidine and 0.41 g of 3,5-dimethylpiperidine (cis/trans diastereomer=about 3/1) were mixed and left for 30 minutes at room temperature. The reaction mixture was subjected to silica gel column chromatography to obtain 0.1 g of 4-chloro-6-(cis-3,5-dimethyl piperidino)-5-fluoropyrimidine and 0.05 g of 4-chloro-6-(trans-3,5-dimethylpiperidino)pyrimidin.