7-Chloro-1H-pyrrolo[2,3-c]pyridine → 6-Azaindole

HRID 1875429Notes

Reaction equation

HRID 1875429 reaction equation
Cl[C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][NH:8][C:7]=12>CCO.[Pd]>[NH:8]1[C:7]2=[CH:2][N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9]1

Participants

4

Reactant 1

HCID 114350487-Chloro-1H-pyrrolo[2,3-c]pyridine

Product 1

HCID 92196-Azaindole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Hydrogenation of 7-chloro-1H-pyrrolo[2,3-c]pyridine (10 mmol) was carried out in the presence of Pd—C (10%) in EtOH (50 mL). After stirred at room temperature for 20 hrs, the mixture was filtered through a pad of celite 521. The residue was washed with EtOH several times. The filtrate was evaporated to yield 1H-pyrrolo[2,3-c]pyridine as brown oil. MS (ESI+) m/z 119.0657 (M+H)+.

Workup

  1. filtrationthe mixture was filtered through a pad of celite 521
  2. washThe residue was washed with EtOH several times
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-14bda9465d9d4c029d652445dd2920fb
Source dataset
uspto-grants-2012_11
Patent number
US08309550B2

Reaction notes

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