1-Methyl-4-nitro-1H-pyrrolo[2,3-b]pyridine → 1-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

HRID 2240234Notes

Reaction equation

HRID 2240234 reaction equation
[CH3:1][N:2]1[C:6]2=[N:7][CH:8]=[CH:9][C:10]([N+:11]([O-])=O)=[C:5]2[CH:4]=[CH:3]1.[H][H]>C(O)C.C1COCC1.[Pt](=O)=O>[CH3:1][N:2]1[C:6]2[N:7]=[CH:8][CH:9]=[C:10]([NH2:11])[C:5]=2[CH:4]=[CH:3]1

Participants

5

Reactant 2

HCID 593050251-Methyl-4-nitro-1H-pyrrolo[2,3-b]pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 552894121-Methyl-1H-pyrrolo[2,3-b]pyridin-4-amine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

300 mg (1.69 mmol) of 1-methyl-4-nitro-1H-pyrrolo[2,3-b]pyridine are dissolved in a mixture of 20 ml of ethanol/THF (1:1). 38 mg (0.17 mmol) of platinum(IV) oxide are added, and the mixture is hydrogenated in a hydrogen atmosphere at atmospheric pressure overnight. The mixture is filtered through Celite and the solvent is removed under reduced pressure.

Workup

  1. filtrationThe mixture is filtered through Celite
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-0345f99d768646219f4c1f289a99ff1a
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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