5-Nitro-7-azaindole → 1H-pyrrolo(2,3-b)pyridin-5-amine

HRID 563997Notes

Reaction equation

HRID 563997 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[CH:12]=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1)([O-])=O>C1COCC1.[Pt]>[NH:10]1[C:7]2=[N:8][CH:9]=[C:4]([NH2:1])[CH:5]=[C:6]2[CH:12]=[CH:11]1

Participants

4

Reactant 1

HCID 115211405-Nitro-7-azaindole

Product 1

HCID 117151871H-pyrrolo(2,3-b)pyridin-5-amine

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.675 g 5-Nitro-1H-pyrrolo[2,3-b]pyridine in 200 ml THF were hydrogenated over 1.0 g Platinum on carbon at atmospheric pressure for 3 hrs at RT (with thin layer chromatography (TLC) control). The catalyst was removed by filtration, the filtrate was evaporated and the residue purified by chromatography on silica in ethyl acetate/heptane mixtures.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated
  3. customthe residue purified by chromatography on silica in ethyl acetate/heptane mixtures

Sources & evidence

ORD record
ord-7f1366378be44d9d91a055965122cfd7
Source dataset
uspto-grants-2011_11
Patent number
US08067599B2

Reaction notes

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