5-isopropenyl-1H-pyrrolo[2,3-b]pyridine → 5-isopropyl-1H-pyrrolo[2,3-b]pyridine

HRID 1964881Notes

Reaction equation

HRID 1964881 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

HCID 580868105-isopropenyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 599287205-isopropyl-1H-pyrrolo[2,3-b]pyridine

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8028TetrahydrofuranSolvent

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

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customto give the compound (99, 0.078 g, 96%)

Sources & evidence

ORD record
ord-8f0e1ca2f5ab4a70a332985ad8088349
Source dataset
uspto-grants-2013_04
Patent number
US08415469B2

Reaction notes

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