(2S)-2-(1-(2-Chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-3-cyclobutoxy-N-(5-methylpyrazin-2-yl)propanamide → (S)-3-cyclobutoxy-N-(5-methylpyrazin-2-yl)-2-(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)propanamide
反応式
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]2=[N:13][CH:14]=[N:15][C:16]([O:17][C@@H:18]([CH2:29][O:30][CH:31]3[CH2:34][CH2:33][CH2:32]3)[C:19]([NH:21][C:22]3[CH:27]=[N:26][C:25]([CH3:28])=[CH:24][N:23]=3)=[O:20])=[C:11]2[CH:10]=[N:9]1>[Pd].C(O)C>[CH:31]1([O:30][CH2:29][C@H:18]([O:17][C:16]2[N:15]=[CH:14][N:13]=[C:12]3[N:8]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=4)[N:9]=[CH:10][C:11]=23)[C:19]([NH:21][C:22]2[CH:27]=[N:26][C:25]([CH3:28])=[CH:24][N:23]=2)=[O:20])[CH2:34][CH2:33][CH2:32]1参加物
4
反応物 1
生成物 1
試薬・触媒・溶媒 2
実験手順
(2S)-2-(1-(2-Chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-3-cyclobutoxy-N-(5-methylpyrazin-2-yl)propanamide (Example 156) (102 mg, 0.21 mmol) and 10% palladium on carbon (25 mg, 0.02 mmol) in ethanol (20 mL) were stirred under an atmosphere of hydrogen for 16 hours. The suspension was filtered through celite. 10% Palladium on carbon (25 mg, 0.02 mmol) was added and the resulting suspension was stirred under an atmosphere of hydrogen for 24 hours. The reaction mixture was filtered through celite and evaporated. The residue was purified by flash silica chromatography, eluting with 0 to 50% ethyl acetate in isohexane to afford the product (16.0 mg, 16.9%).