HCID 68464719, compound → HCID 68466032, compound

HRID 2105343Notes

Reaction equation

HRID 2105343 reaction equation
C([O:8][C:9]1[CH:17]=[CH:16][C:15]2[N:14]3[C@@H:18]([CH3:23])[CH2:19][NH:20][C:21](=[O:22])[C:13]3=[CH:12][C:11]=2[CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[CH:17]=[CH:16][C:15]2[N:14]3[C@@H:18]([CH3:23])[CH2:19][NH:20][C:21](=[O:22])[C:13]3=[CH:12][C:11]=2[CH:10]=1

Participants

4

Reactant 1

HCID 68464719HCID 68464719, compound

Product 1

HCID 68466032HCID 68466032, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 887MethanolSolvent

Procedure

The suspension consistent of 3.50 g (11.4 mmol) (S)-8-benzyloxy-4-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one and 0.35 g palladium on activated charcoal (10% Pd; commercially available) in 40 mL methanol was hydrogenated at room temperature at 1.5 bar for 3 hours. The reaction mixture was filtered over dicalite speed plush (Aldrich) and the volatile components were evaporated at a rotary evaporator to give the desired compound as a light yellow foam (100%) which was used in the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered over dicalite speed plush (Aldrich)
  2. customthe volatile components were evaporated at a rotary evaporator

Sources & evidence

ORD record
ord-b4c8b24c9be54dbab7df25a0afdbad24
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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