HCID 44323914, compound → 4-(5-Phenyl-4-pyridin-4-yl-1H-pyrrol-2-yl)-phenylamine

HRID 356691Notes

Reaction equation

HRID 356691 reaction equation
[C:1]1([C:7]2[NH:8][C:9]([C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=3)=[CH:10][C:11]=2[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(OCC)(=O)C.C(O)C.[Pt](=O)=O>[C:1]1([C:7]2[NH:8][C:9]([C:18]3[CH:19]=[CH:20][C:21]([NH2:24])=[CH:22][CH:23]=3)=[CH:10][C:11]=2[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 1

HCID 44323914HCID 44323914, compound

Product 1

HCID 443237254-(5-Phenyl-4-pyridin-4-yl-1H-pyrrol-2-yl)-phenylamine

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of 55 mg (0.161 mmol) 2-phenyl-3-(4-pyridyl)-5-[(4-nitro)phenyl]-1H-pyrrole (prepared according to Example 33) in 1.5 ml ethyl acetate and 1.5 ml ethanol was added 10 mg platinum (IV) oxide. The mixture was stirred under H2 for 2 hours. The contents of flask were centrifuged, and the catalyst washed with ethyl acetate three times. The solvents were evaporated in vacuo to afford the desired product as a pale orange solid, homogeneous by TLC (5% MeOH/CH2Cl2). FAB ms: Calc.: 312 for C21H17N3 ; Obs.: 313 (M+ +1).

Workup

  1. customThe contents of flask were centrifuged
  2. washthe catalyst washed with ethyl acetate three times
  3. customThe solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-664f03b5ec104283b98ab1b6832dc70a
Source dataset
uspto-grants-1998_11
Patent number
US05837719

Reaction notes

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