2-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide → 2-Aminocarbonylamino-5-(4-ethylphenyl)pyrrole-3-carboxamide

HRID 1011582Notes

Reaction equation

HRID 1011582 reaction equation
[NH2:1][C:2]([NH:4][C:5]1[NH:6][C:7]([C:13]2[CH:18]=[CH:17][C:16]([CH:19]=[CH2:20])=[CH:15][CH:14]=2)=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:3]>[Pd].CO>[NH2:1][C:2]([NH:4][C:5]1[NH:6][C:7]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH3:20])=[CH:15][CH:14]=2)=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:3]

Participants

4

Reactant 1

HCID 250029182-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide

Product 1

HCID 592858602-Aminocarbonylamino-5-(4-ethylphenyl)pyrrole-3-carboxamideYield 62.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on activated carbon (6 mg) was added to a solution of 2-aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide (Compound No. 9-1, 16 mg, 0.059 mmol) in methanol (2 mL) and the mixture was stirred at room temperature for 4.5 hours under hydrogen gas atmosphere. After the reaction solution was filtered, the filterate was concentrated in vacuo. The obtained solid was washed with diethyl ether (2 mL) and dried under reduced pressure to give the target compound (10 mg) as a colorless solid (Yield 62%).

Workup

  1. filtrationAfter the reaction solution was filtered
  2. concentrationthe filterate was concentrated in vacuo
  3. washThe obtained solid was washed with diethyl ether (2 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-ec598e5e53524e5fa5571f59ffa87c96
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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