Ethanol → HCID 46935598, compound

HRID 1626762Notes

Reaction equation

HRID 1626762 reaction equation
C(O)C.[C:4]1([C:10]2[CH:11]=[CH:12][C:13]([NH:19][C:20]([C:22]3[CH:27]=[CH:26][C:25]([CH:28]4[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]4)=[CH:24][CH:23]=3)=[O:21])=[C:14]([CH:18]=2)[C:15]([OH:17])=[O:16])[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]=1>[Pd].CN(C=O)C>[CH:4]1([C:10]2[CH:11]=[CH:12][C:13]([NH:19][C:20]([C:22]3[CH:27]=[CH:26][C:25]([CH:28]4[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]4)=[CH:24][CH:23]=3)=[O:21])=[C:14]([CH:18]=2)[C:15]([OH:17])=[O:16])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 2

HCID 702EthanolHCID 66680360HCID 66680360, compound

Product 1

HCID 46935598HCID 46935598, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

22 mg of 10% Pd—C was added to an ethanol (11 mL)/DMF (1 mL) solution comprising 216 mg (0.54 mmol) of 5-(cyclohex-1-en-1-yl)-2-{[(4-cyclohexylphenyl)carbonyl]amino}benzoic acid obtained in Example 81, and the mixture was stirred under hydrogen atmosphere at room temperature for 72 hours. The reaction mixture was filtered using filter paper, and the filtrate was condensed, thereby giving 195 mg of the target 5-cyclohexyl-2-{[(4-cyclohexylphenyl)carbonyl]amino}benzoic acid (yield: 90%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. filtrationusing filter paper
  3. customcondensed

Sources & evidence

ORD record
ord-a5cd5a9e68c2482da1ae33f612d9e506
Source dataset
uspto-grants-2014_07
Patent number
US08785473B2

Reaction notes

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