HCID 44540433, compound → HCID 44540435, compound

HRID 1926203Notes

Reaction equation

HRID 1926203 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][C:10]([N+:17]([O-])=O)=[CH:11][CH:12]=3)[C:7](=[CH:20][C:21]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[NH2:38])=[O:30])=[O:22])[C:6]=2[CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:17][C:10]1[CH:11]=[CH:12][C:13]2[C:14]3[C:6](=[CH:5][C:4]([NH2:1])=[CH:16][CH:15]=3)[C:7](=[CH:20][C:21]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[NH2:38])=[O:30])=[O:22])[C:8]=2[CH:9]=1

Participants

5

Reactant 2

HCID 44540433HCID 44540433, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 44540435HCID 44540435, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-(2-(2,7-dinitro-9H-fluoren-9-ylidene)acetamido)-N-(2-aminophenyl)-hexanamide (515 mg, 1 mmol) in methanol (20 ml) was added 5% palladium on charcoal (0.50 g). Then the mixture was stirred under an atmosphere of hydrogen at room temperature until hydrogen uptake ceased. The solution was filtered through celite, and the filtrate was evaporated under vacuum to give the title compound (437 mg, 96% yield) as a white solid. LC-MS (m/z) 456 (M+1).

Workup

  1. filtrationThe solution was filtered through celite
  2. customthe filtrate was evaporated under vacuum

Sources & evidence

ORD record
ord-ddb350a83df84cd4b31e0e66bffcfcb5
Source dataset
uspto-grants-2012_05
Patent number
US08178577B2

Reaction notes

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