3-(4-Nitrophenyl)-1h-pyrrolo[3,2-c]pyridin4-amine → 3-(4-Aminophenyl)-1h-pyrrolo[3,2-c]pyridin-4-amine

HRID 230761Notes

Reaction equation

HRID 230761 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:14]3[C:15]([NH2:19])=[N:16][CH:17]=[CH:18][C:13]=3[NH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pt]=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:14]3[C:15]([NH2:19])=[N:16][CH:17]=[CH:18][C:13]=3[NH:12][CH:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 577631603-(4-Nitrophenyl)-1h-pyrrolo[3,2-c]pyridin4-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 577631573-(4-Aminophenyl)-1h-pyrrolo[3,2-c]pyridin-4-amineYield 100%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

Platinum oxide (catalytic) was added to a solution of 3-(4-nitrophenyl)-1H-pyrrolo[3,2-c]pyridin4-amine (0.006 g, 0.024 mmol, 1.0 eq) in MeOH (1 mL) and the reaction mixture was stirred at room temperature under a blanket of hydrogen (50 psi) for 1 h. The reaction mixture was filtered through Celite® and the filtrate concentrated in vacuo to afford the product (0.005 g, 100%) as a solid. MS(ESI+) m/z 225 (M+H)+. Calculated: 225.1140, found: 225.1141.

Workup

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-48004ccf5b0448a99b5c2abc223512eb
Source dataset
uspto-grants-2009_07
Patent number
US07566784B2

Reaction notes

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