HCID 66562883, compound → HCID 66562884, compound

HRID 1051185Notes

Reaction equation

HRID 1051185 reaction equation
C([O:8][C:9]1[CH:42]=[CH:41][C:12]([O:13][C:14]2[CH:15]=[C:16]([NH:34][CH2:35][CH2:36][C:37]([F:40])([F:39])[F:38])[C:17]3[N:21]=[CH:20][N:19]([C:22]4[CH:31]=[CH:30][C:25]([C:26]([NH:28][CH3:29])=[O:27])=[C:24]([CH3:32])[CH:23]=4)[C:18]=3[CH:33]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][C:14]2[CH:15]=[C:16]([NH:34][CH2:35][CH2:36][C:37]([F:39])([F:40])[F:38])[C:17]3[N:21]=[CH:20][N:19]([C:22]4[CH:31]=[CH:30][C:25]([C:26]([NH:28][CH3:29])=[O:27])=[C:24]([CH3:32])[CH:23]=4)[C:18]=3[CH:33]=2)=[CH:41][CH:42]=1

Participants

4

Reactant 1

HCID 66562883HCID 66562883, compound

Product 1

HCID 66562884HCID 66562884, compoundYield 56.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of 17.2 mg (30 μmol) 4-{6-[4-(Benzyloxy)phenoxy]-4-[(3,3,3-trifluoropropyl)amino]-1H-benzimidazol-1-yl}-N,2-dimethylbenzamide which was prepared according to example 47 in 0.7 mL ethanol were added 3.19 mg palladium on charcoal (10%) and the mixture was vigorously stirred under an atmosphere of hydrogen for 2 hours at 23° C. After filtration and removal of the solvent the residue was purified by chromatography to give 8.2 mg (54%) of the title compound.

Workup

  1. filtrationAfter filtration and removal of the solvent the residue
  2. customwas purified by chromatography

Sources & evidence

ORD record
ord-a47d5aaebc4147d9a6a5db039559d333
Source dataset
uspto-grants-2016_07
Patent number
US09388140B2

Reaction notes

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