Ammonium formate → HCID 178448786, compound

HRID 250730Notes

Reaction equation

HRID 250730 reaction equation
C([O-])=O.[NH4+].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=1[C:13]1[NH:14][C:15]([C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[C:26]([NH:33][CH2:34][CH:35]([CH3:37])[CH3:36])[CH:25]=2)=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:17]=1>[Pd].C(O)C>[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:7]=1[C:13]1[NH:14][C:15]([C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([NH:33][CH2:34][CH:35]([CH3:37])[CH3:36])[CH:25]=2)=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:17]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 178448787HCID 178448787, compound

Product 1

HCID 178448786HCID 178448786, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Add ammonium formate (0.6 g, 9.6 mmol) followed by palladium on carbon (0.05 g, 0.48 mmol) to a solution of 2-(2,6-difluorophenyl-4-phenyl-5-(3-(isobutyl)amino-4-nitrophenyl)imidazole (1.0 g, 2.4 mmol) in 8 mL ethanol, and then heat the mixture to 60° C. for 3 hours. Cool the reaction mixture to room temperature, filter through celite, and concentrate the filtrate under reduced pressure to provide the title compound (0.99 g, 2.37 mmol)

Workup

  1. temperatureCool the reaction mixture to room temperature
  2. filtrationfilter through celite
  3. concentrationconcentrate the filtrate under reduced pressure

Sources & evidence

ORD record
ord-0ca4c80cb7c24d81a1bcdc475f31894f
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

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