HCID 68824197, compound → HCID 57762848, compound

HRID 230547Notes

Reaction equation

HRID 230547 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:13]3[NH:12][C:11]=2[C:19]([NH2:21])=[O:20])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:14]3=[N:15][CH:16]=[CH:17][CH:18]=[C:13]3[NH:12][C:11]=2[C:19]([NH2:21])=[O:20])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 68824197HCID 68824197, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57762848HCID 57762848, compoundYield 74.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.113 g of Pd/C (10%) is added to a solution of 0.15 g of 3-(4-nitrophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide in 10 ml of methanol. After stirring at 22° C. for 3.5 hours under 2 bar of hydrogen, the reaction medium is filtered over silica gel and then concentrated under reduced pressure, to give 0.1 g of 3-(4-aminophenyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxamide, the characteristics of which are as follows:

Workup

  1. filtrationthe reaction medium is filtered over silica gel
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-181af24f849f45629cdff8bbaa3132d2
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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