Ammonium formate → HCID 15542875, compound

HRID 2269899Notes

Reaction equation

HRID 2269899 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:51]=[C:52]([O:56][CH3:57])[C:53]=1[O:54][CH3:55])[C:6]([N:8]1[CH2:12][CH2:11][C:10]([CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]([C:29]3[N:33]([CH2:34][C:35]4[N:36](CC5C=CC=CC=5)[CH:37]=[CH:38][N:39]=4)[C:32]4[CH:47]=[CH:48][CH:49]=[CH:50][C:31]=4[N:30]=3)=[O:28])[CH2:23][CH2:22]2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:9]1)=[O:7].C([O-])=O.[NH4+]>CO.[Pd]>[CH3:57][O:56][C:52]1[CH:51]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:53]=1[O:54][CH3:55])[C:6]([N:8]1[CH2:12][CH2:11][C:10]([CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][CH:24]([C:27]([C:29]3[N:33]([CH2:34][C:35]4[NH:39][CH:38]=[CH:37][N:36]=4)[C:32]4[CH:47]=[CH:48][CH:49]=[CH:50][C:31]=4[N:30]=3)=[O:28])[CH2:25][CH2:26]2)([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:9]1)=[O:7]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 18333268HCID 18333268, compound

Product 1

HCID 15542875HCID 15542875, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Combine 1-(3,4,5-trimethoxy-benzoyl)-3-[2-[4-[1-(1-benzyl-imidazol-2-ylmethyl)-1H-benzoimidazole-2-carbonyl]-piperidin-1-yl]-ethyl]-3-phenyl-pyrrolidine (5 mmol) and 10% palladium-on-carbon (1.5 g) in methanol (50 mL). Add anhydrous ammonium formate (25 mmol). Heat to reflux. After 18 hours, filter, rinse with dichloromethane, and evaporate the filtrate in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. filtrationfilter
  3. washrinse with dichloromethane
  4. customevaporate the filtrate in vacuo

Sources & evidence

ORD record
ord-930bad214bd94db68e30d6c7f0eda28c
Source dataset
uspto-grants-2001_12
Patent number
US06329392B1

Reaction notes

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