HCID 10370641, compound → HCID 10415493, compound

HRID 730850Notes

Reaction equation

HRID 730850 reaction equation
[F:1][C:2]([F:39])([F:38])[C:3]1[CH:4]=[C:5]([C:28]2[CH2:33][CH2:32][CH:31]([C:34]([F:37])([F:36])[F:35])[CH2:30][CH:29]=2)[C:6]2[N:10]=[C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:13][CH2:12]3)[NH:8][C:7]=2[CH:27]=1.[H][H]>C(O)C.[Pd]>[F:39][C:2]([F:1])([F:38])[C:3]1[CH:4]=[C:5]([CH:28]2[CH2:29][CH2:30][CH:31]([C:34]([F:35])([F:36])[F:37])[CH2:32][CH2:33]2)[C:6]2[N:10]=[C:9]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[C:22]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:13][CH2:12]3)[NH:8][C:7]=2[CH:27]=1

Participants

5

Reactant 2

HCID 10370641HCID 10370641, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10415493HCID 10415493, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-Trifluoromethyl-4-(4-trifluoromethyl-cyclohex-1-enyl)-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole (10 mg, Example 139b) was subjected to catalytic hydrogenation in ethanol (1 mL) using 10% Pd/C (10 mg, Aldrich) as catalyst. The reaction was conducted at room temperature under 1 atmosphere hydrogen for 2 days. The catalyst was filtered through a Celite® pad, the filter cake was washed with methanol and the filtrate was evaporated in vacuo to give the title compound as a film. MS (ESI, pos. ion) m/z: 565(M+1).

Workup

  1. filtrationThe catalyst was filtered through a Celite® pad
  2. washthe filter cake was washed with methanol
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-5aafdd9c2f2c412984ccee40c2f4e66a
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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