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

HRID 253370Notes

Reaction equation

HRID 253370 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 (10, 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 (11, 0.078 g, 96%). MS (ESI) [M+H+]+=161.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customto give the compound (11, 0.078 g, 96%)

Sources & evidence

ORD record
ord-87ff7b568543441796a15ec5091015cc
Source dataset
uspto-grants-2011_01
Patent number
US07872018B2

Reaction notes

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