HCID 23138268, compound → HCID 23138322, compound

HRID 1162344Notes

Reaction equation

HRID 1162344 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[CH2:20][C:19]3=[CH:21][N:22]=[C:23]([CH3:24])[N:18]3[C:17]2=[O:25])[CH2:10][CH2:9]1)C1C=CC=CC=1>[C].[Pd].CO>[CH3:24][C:23]1[N:18]2[C:17](=[O:25])[N:16]([CH2:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH2:20][C:19]2=[CH:21][N:22]=1

Participants

4

Reactant 1

HCID 23138268HCID 23138268, compound

Product 1

HCID 23138322HCID 23138322, compoundYield 48%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

2-(2-(1-Benzyl-4-piperidinyl)ethyl)-5-methyl-1,2-dihydroimidazo[1,5-c]imidazol-3-one (4.0 g) obtained in Example 96a) and 10% palladium carbon (0.8 g) were added to methanol (100 ml), and mixed under hydrogen atmosphere at room temperature for 2 days. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified with basic silica gel column (ethyl acetate, ethyl acetate/methanol=20/1). The product was recrystallized from ethyl acetate-hexane to obtain the title compound (1.4 g, 48%).

Workup

  1. additionmixed under hydrogen atmosphere at room temperature for 2 days
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified with basic silica gel column (ethyl acetate, ethyl acetate/methanol=20/1)
  5. customThe product was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-f18b8bb79ef7446e98241a69ebdb6c27
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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