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

HRID 249804Notes

Reaction equation

HRID 249804 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 (12, 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 (13, 0.078 g, 96%). MS (ESI)[M+H+]+=161.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customto give the compound (13, 0.078 g, 96%)

Sources & evidence

ORD record
ord-b5ad32afa3a74e098ed4ffc17094cad3
Source dataset
uspto-grants-2011_01
Patent number
US07863289B2

Reaction notes

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