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

HRID 1098396Notes

Reaction equation

HRID 1098396 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-ef8cd681b1f441ffa7a2465b8d398a98
Source dataset
uspto-grants-2012_03
Patent number
US08143271B2

Reaction notes

Loading…