HCID 86684577, compound → HCID 86684578, compound

HRID 1412083Notes

Reaction equation

HRID 1412083 reaction equation
[CH3:1][O:2][CH:3]1[CH2:6][N:5]([C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-])=O)=[N:11][CH:12]=2)[CH2:4]1>CO.[Pd]>[CH3:1][O:2][CH:3]1[CH2:6][N:5]([C:7]2[CH:8]=[CH:9][C:10]([NH2:13])=[N:11][CH:12]=2)[CH2:4]1

Participants

4

Reactant 1

HCID 86684577HCID 86684577, compound

Product 1

HCID 86684578HCID 86684578, compoundYield 93.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 323a (1.5 g, 7.17 mmol) in methanol (150 mL) was added 10% Pd/C (150 mg). The system was evacuated and then refilled with H2. After stirring at room temperature for 2 h, the mixture was filtered. The filtrate was concentrated under reduced pressure to afford 323b as a yellow oil (1.2 g, 93%), which was used in next step without further purification. MS-ESI: [M+H]+ 180.1

Workup

  1. customThe system was evacuated
  2. additionrefilled with H2
  3. filtrationthe mixture was filtered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1c87f083883d457793313691e0d5e3b0
Source dataset
uspto-grants-2014_12
Patent number
US08921353B2

Reaction notes

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