N-(2-Fluoro-4-nitrophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine → 2-Fluoro-N-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamine
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[NH:11][C:12]1[C:13]2[CH:20]=[CH:19][N:18]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[C:14]=2[N:15]=[CH:16][CH:17]=1>C(O)C.C1COCC1.[Pt](=O)=O>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[NH:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]2[N:18]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[CH:19]=[CH:20][C:13]=12Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
115 mg (0.29 mmol) of N-(2-fluoro-4-nitrophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine are dissolved in 10 ml of a mixture of ethanol/THF (1:1). 13 mg (0.06 mmol) of platinum(IV) oxide are added, and the mixture is stirred under an atmosphere of hydrogen under atmospheric pressure overnight. The suspension is then filtered through Celite and the solvent is removed under reduced pressure.
Workup
- filtrationThe suspension is then filtered through Celite
- customthe solvent is removed under reduced pressure
Sources & evidence
- ORD record
- ord-7ab64938eac24a9e93ce769c9f22d5f0
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723347B2
Reaction notes
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