HCID 25005708, compound → HCID 59285935, compound

HRID 1011572Notes

Reaction equation

HRID 1011572 reaction equation
[NH2:1][C:2]([NH:4][C:5]1[NH:6][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[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][CH:16]=[C:15]([NH2:19])[CH:14]=2)=[CH:8][C:9]=1[C:10]([NH2:12])=[O:11])=[O:3]

Participants

4

Reactant 1

HCID 25005708HCID 25005708, compound

Product 1

HCID 59285935HCID 59285935, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5% Palladium on activated carbon (30 mg) was added to a solution of 2-aminocarbonylamino-5-(3-nitrophenyl)pyrrole-3-carboxamide (Compound No. 1-6, 0.15 g, 0.52 mmol) in methanol (10 mL) and the mixture was stirred at room temperature for 6.5 hours under hydrogen gas atmosphere. After the insoluble solid was filtered out, the solvent was removed under reduced pressure. The obtained solid was washed with a mixed solvent (6 mL) which consists of chloroform and methanol (5:1), and dried under reduced pressure to give the target compound (0.072 g) as a pale yellow solid (Yield 53%).

Workup

  1. filtrationAfter the insoluble solid was filtered out
  2. customthe solvent was removed under reduced pressure
  3. washThe obtained solid was washed with a mixed solvent (6 mL) which
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-975f93a5eedb4eeea594a5b8253dc954
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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