Ammonium formate → HCID 23138253, compound

HRID 1162330Notes

Reaction equation

HRID 1162330 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH:21]=[C:16]3[NH:17][CH2:18][C:19](=[O:20])[N:15]3[CH2:14]2)[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[C].[Pd]>[NH:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH:21]=[C:16]3[NH:17][CH2:18][C:19](=[O:20])[N:15]3[CH2:14]2)[CH2:9]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 23138140HCID 23138140, compound

Product 1

HCID 23138253HCID 23138253, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

6-(1-Benzyl-3-pyrrolidinyl)-1,2-dihydro-3H-imidazo[1,5-a]imidazol-3-one (2.7 g) obtained in Example 87a), ammonium formate (1.8 g) and 10% palladium carbon (0.54 g) suspended in methanol (100 ml), and heated under reflux for 2 hours. After cooling to room temperature, the precipitate was filtered using Celite, and then the filtrate was concentrated under reduced pressure. To the residue was added a mixed solvent (ethyl acetate:chloroform=5:1), the precipitate was filtered off, and then the filtrate was further concentrated to obtain the title compound as a pale yellow solid (1.4 g, 78%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. filtrationthe precipitate was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionTo the residue was added a mixed solvent (ethyl acetate:chloroform=5:1)
  6. filtrationthe precipitate was filtered off
  7. concentrationthe filtrate was further concentrated

Sources & evidence

ORD record
ord-741efdf1d337459a8b98b9d785dd1ced
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

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