N-(2-Fluoro-4-nitrophenyl)-N-methyl-1H-pyrrolo[2,3-b]pyridine-4-amine → 2-Fluoro-N1-methyl-N1-1H-pyrrolo[2,3-b]pyridin-4-ylbenzene-1,4-diamine

HRID 2240240Notes

Reaction equation

HRID 2240240 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]([CH3:21])[C:12]1[C:13]2[CH:20]=[CH:19][NH:18][C:14]=2[N:15]=[CH:16][CH:17]=1.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[N:11]([CH3:21])[C:12]1[CH:17]=[CH:16][N:15]=[C:14]2[NH:18][CH:19]=[CH:20][C:13]=12

Participants

5

Reactant 2

HCID 59305010N-(2-Fluoro-4-nitrophenyl)-N-methyl-1H-pyrrolo[2,3-b]pyridine-4-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 593050002-Fluoro-N1-methyl-N1-1H-pyrrolo[2,3-b]pyridin-4-ylbenzene-1,4-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

9 mg of 10% palladium-on-carbon are added to a solution of 28 mg (0.08 mmol) of N-(2-fluoro-4-nitrophenyl)-N-methyl-1H-pyrrolo[2,3-b]pyridine-4-amine in 10 ml of ethanol, and the suspension is stirred in a hydrogen atmosphere at atmospheric pressure overnight. The suspension is filtered through kieselguhr and the kieselguhr is washed with ethanol. Concentration under reduced pressure gives the target product.

Workup

  1. filtrationThe suspension is filtered through kieselguhr
  2. washthe kieselguhr is washed with ethanol
  3. concentrationConcentration under reduced pressure
  4. customgives the target product

Sources & evidence

ORD record
ord-2004626c5cad4e9aa9c0c35b89617c33
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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