tert-butyl 4-(5-methoxy-1-(triisopropylsilyl)-1H-pyrrolo[3,2-b]pyridin-6-yl)-5,6-dihydropyridine-1(2H)-carboxylate → tert-butyl 4-(5-methoxy-1-(triisopropylsilyl)-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidine-1-carboxylate
反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7]2[CH:9]=[CH:10][N:11]([Si:12]([CH:19]([CH3:21])[CH3:20])([CH:16]([CH3:18])[CH3:17])[CH:13]([CH3:15])[CH3:14])[C:6]2=[CH:5][C:4]=1[C:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH:23]=1>CO.[Pt](=O)=O>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[CH:9]=[CH:10][N:11]([Si:12]([CH:13]([CH3:15])[CH3:14])([CH:16]([CH3:18])[CH3:17])[CH:19]([CH3:20])[CH3:21])[C:6]2=[CH:5][C:4]=1[CH:22]1[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:32])[CH3:33])=[O:29])[CH2:26][CH2:27]1参加物
4
反応物 1
生成物 1
試薬・触媒・溶媒 2
実験手順
To colorless solution of tert-butyl 4-(5-methoxy-1-(triisopropylsilyl)-1H-pyrrolo[3,2-b]pyridin-6-yl)-5,6-dihydropyridine-1(2H)-carboxylate (998 mg, 2.055 mmol) in MeOH (30 mL) was added platinum(IV) oxide (98 mg, 0.432 mmol) at rt. The mixture was shaked on Par Shaker for 3 hr under H2 (55 psi). The mixture was filtered with MeOH (20 mL), concentrated on rotary vacuo to afford the expected product, tert-butyl 4-(5-methoxy-1-(triisopropylsilyl)-1H-pyrrolo[3,2-b]pyridin-6-yl)piperidine-1-carboxylate (995 mg, 100%) as a light grey solid. Mass spec 488.27 Calc for C27H45N3O3Si 487.32, which was pure enough to be used in next reaction.