HCID 66679850, compound → HCID 46935601, compound

HRID 1626764Notes

Reaction equation

HRID 1626764 reaction equation
[CH:1]1([C:7]#[C:8][C:9]2[CH:10]=[CH:11][C:12]([NH:18][C:19]([C:21]3[CH:26]=[CH:25][C:24]([CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:23][CH:22]=3)=[O:20])=[C:13]([CH:17]=2)[C:14]([OH:16])=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[CH:1]1([CH2:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([NH:18][C:19]([C:21]3[CH:26]=[CH:25][C:24]([CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:23][CH:22]=3)=[O:20])=[C:13]([CH:17]=2)[C:14]([OH:16])=[O:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 66679850HCID 66679850, compound

Product 1

HCID 46935601HCID 46935601, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

55 mg (0.13 mmol) of 5-(cyclohexylethynyl)-2-{[(4-cyclohexylphenyl)carbonyl]amino}benzoic acid obtained in Example 92 and 55 mg of Pd—C were stirred in ethanol (4 mL) at room temperature for 5 days. Thereafter, the mixture was filtered, and the filtrate was condensed, thereby giving 45 mg of the target 5-(2-cyclohexylethyl)-2-{[(4-cyclohexylphenyl)carbonyl]amino}benzoic acid (yield: 81%).

Workup

  1. filtrationThereafter, the mixture was filtered
  2. customcondensed

Sources & evidence

ORD record
ord-91ac06fe5f804946a968b56179b099a7
Source dataset
uspto-grants-2014_07
Patent number
US08785473B2

Reaction notes

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