HCID 54451764, compound → HCID 53656749, compound

HRID 369550Notes

Reaction equation

HRID 369550 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][C@H:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[C:13]([N+:26]([O-])=O)[CH:12]=2)=[CH:7][CH:6]=1)=[O:4]>[Pd].CO>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][C@H:18]([CH3:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[C:13]([NH2:26])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 1

HCID 54451764HCID 54451764, compound

Product 1

HCID 53656749HCID 53656749, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A small scoop of 10% Pd/C catalyst was added to a solution of 41c in 15 ml methanol. The flask was evacuated and filled with hydrogen three time. The reaction mixture was stirred three hours under H2 balloon atmosphere and filtered through a pad of celite. Evaporation of solvent yielded 169 mg (100%) of a gray solid. The crude product was used without purification.

Workup

  1. customThe flask was evacuated
  2. additionfilled with hydrogen three time
  3. filtrationfiltered through a pad of celite
  4. customEvaporation of solvent

Sources & evidence

ORD record
ord-88149f1e6958474bbf0fc99605ea7ebf
Source dataset
uspto-grants-2000_10
Patent number
US06139771

Reaction notes

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