HCID 20086763, compound → HCID 20086779, compound

HRID 486126Notes

Reaction equation

HRID 486126 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][CH:12]=2)[C:3]=1[N+:22]([O-])=O>C(O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:15][CH:16]=2)[C:3]=1[NH2:22]

Participants

4

Reactant 1

HCID 20086763HCID 20086763, compound

Product 1

HCID 20086779HCID 20086779, compoundYield 80.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Pd/C (600 mg) was added under nitrogen to a stirred solution of the product from step (c) (10.9 g) in ethanol (150 ml) and the mixture hydrogenated at room temperature at a pressure of 1 atm. H2 for 3.5 hours (uptake 2300 ml). The mixture was filtered, the residue washed with ethanol, and the filtrate evaporated under reduced pressure to give an oil which crystallised on standing to give 8.0 g of the desired product.

Workup

  1. customhydrogenated at room temperature
  2. filtrationThe mixture was filtered
  3. washthe residue washed with ethanol
  4. customthe filtrate evaporated under reduced pressure
  5. customto give an oil which
  6. customcrystallised

Sources & evidence

ORD record
ord-1f6b63e0a5d14128af3ef2dcc5397b01
Source dataset
uspto-grants-1994_03
Patent number
US05290814

Reaction notes

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