HCID 47283403, compound → HCID 67236906, compound

HRID 1470999Notes

Reaction equation

HRID 1470999 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1>CCOC(C)=O.[Pd]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]2)=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 1

HCID 47283403HCID 47283403, compound

Product 1

HCID 67236906HCID 67236906, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of Example 119B (3.0 g, 10.59 mmol) in EtOAc (40 mL) was added 10% palladium on carbon (300 mg) and the solution was stirred under a balloon of H2 gas for 1.5 h. The solution was filtered through Celite, the catalyst washed with EtOAc, and the filtrate concentrated in vacuo to give the title compound (2.68 g, 10.59 mmol, 100%).

Workup

  1. filtrationThe solution was filtered through Celite
  2. washthe catalyst washed with EtOAc
  3. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-66b133ed2b3f469f92fbd421e8f8221a
Source dataset
uspto-grants-2015_04
Patent number
US09006387B2

Reaction notes

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