HCID 86584753, compound → 4-amino-1-propyl-1H-pyrrole-2-carboxylic acid (2-carbamimidoyl-ethyl)-amide

HRID 23144Notes

Reaction equation

HRID 23144 reaction equation
[C:1]([CH2:4][CH2:5][NH:6][C:7]([C:9]1[N:10]([CH2:17][CH2:18][CH3:19])[CH:11]=[C:12]([N+:14]([O-])=O)[CH:13]=1)=[O:8])(=[NH:3])[NH2:2].[H][H]>CO.[Pd]>[C:1]([CH2:4][CH2:5][NH:6][C:7]([C:9]1[N:10]([CH2:17][CH2:18][CH3:19])[CH:11]=[C:12]([NH2:14])[CH:13]=1)=[O:8])(=[NH:2])[NH2:3]

Participants

5

Reactant 2

HCID 86584753HCID 86584753, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 865847524-amino-1-propyl-1H-pyrrole-2-carboxylic acid (2-carbamimidoyl-ethyl)-amide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-nitro-1-propyl-1H-pyrrole-2-carboxylic acid (2-carbamimidoyl-ethyl)-amide (52 mg, 0.2 mmol) in 15 ml of MeOH was added 20 mg of 5% Pd/C under argon. The reaction mixture was flashed with hydrogen and shaken under hydrogen at 30 psi for 30 min. The catalyst was removed by filtration through celite and washed with methanol. The filtrate was evaporated to dryness to give 4-amino-1-propyl-1H-pyrrole-2-carboxylic acid (2-carbamimidoyl-ethyl)-amide 34. This product was immediately used in next step reaction.

Workup

  1. customThe catalyst was removed by filtration through celite
  2. washwashed with methanol
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-3ba7615deb80406fa18d6361d89bc531
Source dataset
uspto-grants-2005_02
Patent number
US06849713B2

Reaction notes

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