Ammonium formate → HCID 23138196, compound

HRID 1162340Notes

Reaction equation

HRID 1162340 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][N:16]2[CH2:20][C:19]3=[C:21]([CH3:25])[N:22]=[C:23]([CH3:24])[N:18]3[C:17]2=[O:26])[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[C].[Pd].CO>[CH3:24][C:23]1[N:18]2[C:17](=[O:26])[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=[C:21]([CH3:25])[N:22]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 23138259HCID 23138259, compound

Product 1

HCID 23138196HCID 23138196, compoundYield 97.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

2-(2-(1-Benzyl-4-piperidinyl)ethyl)-5,7-dimethyl-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one (1.1 g) obtained in Example 94a), 10% palladium carbon (0.22 g) and ammonium formate (2.0 g) were added to methanol (30 ml), and mixed at room temperature for 2 days. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform, the precipitate was filtered off, and the filtrate was concentrated under reduced pressure to obtain the title compound as colorless powder (0.8 g, quantitative).

Workup

  1. additionmixed at room temperature for 2 days
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in chloroform
  5. filtrationthe precipitate was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f139a0011053413bbeafa1bbf3be6c28
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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