Ammonium formate → HCID 178449308, compound

HRID 744708Notes

Reaction equation

HRID 744708 reaction equation
C([N:8]1[C:12]([CH2:13][CH2:14][C:15]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([NH:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])=[CH:25][CH:24]=2)([OH:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:11][N:10]=[CH:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:32]([NH:31][C:29]([C:26]1[CH:25]=[CH:24][C:23]([C:15]([OH:22])([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:14][CH2:13][C:12]2[N:8]=[CH:9][NH:10][CH:11]=2)=[CH:28][CH:27]=1)=[O:30])([CH3:35])([CH3:33])[CH3:34]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 19422026HCID 19422026, compound

Product 1

HCID 178449308HCID 178449308, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-benzyl-5-[3-(4-tert-butylaminocarbonylphenyl)-3-hydroxy-3-phenylpropyl]- 1H-imidazole (3,6 g, 7,7 mmol) is dissolved in aqueous ethanol (80 ml) and 10% Pd/C (0,36 g) is added. Ammonium formate (1,95 g, 31 mmol) is added to the boiling solution. The mixture is refluxed for four hours. After the refiuxing the solvents are evaporated. 2M sodium hydroxide is added to the residue and the product is extracted into ethyl acetate, dried and the solvent is evaporated. Yield 2,7 g, 93,5%.

Workup

  1. temperatureThe mixture is refluxed for four hours
  2. customAfter the refiuxing the solvents are evaporated
  3. addition2M sodium hydroxide is added to the residue
  4. extractionthe product is extracted into ethyl acetate
  5. customdried
  6. customthe solvent is evaporated

Sources & evidence

ORD record
ord-86cc597a9cc74bac9f9209b79f10bc68
Source dataset
uspto-grants-1996_09
Patent number
US05559141

Reaction notes

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