5-isopropenyl-1H-pyrrolo[2,3-b]pyridine → 5-isopropyl-1H-pyrrolo[2,3-b]pyridine
Reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[CH:12]=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1)([CH3:3])=[CH2:2]>O1CCCC1.[OH-].[OH-].[Pd+2]>[CH:1]([C:4]1[CH:5]=[C:6]2[CH:12]=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1)([CH3:3])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To 5-isopropenyl-1H-pyrrolo[2,3-b]pyridine (98, 0.080 g, 0.501 mmol) in tetrahydrofuran (5.0 mL) was added 20% palladium hydroxide on carbon (5.0 mg). The reaction was stirred under hydrogen at 40 psi for 30 minutes. The reaction mixture was filtered and concentrated to give the compound (99, 0.078 g, 96%). MS (ESI) [M+H+]+=161.
Workup
- filtrationThe reaction mixture was filtered
- concentrationconcentrated
- customto give the compound (99, 0.078 g, 96%)
Sources & evidence
- ORD record
- ord-84a60f407a9849fc9ad2560c8d4b7ffe
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07863288B2
Reaction notes
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