HCID 178499287, compound → HCID 178499288, compound

HRID 1694479Notes

Reaction equation

HRID 1694479 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:31]2[CH2:36][CH2:35][C:34]([CH3:38])([CH3:37])[CH2:33][CH:32]=2)=[CH:8][C:9]=1[N:10]([C:22]([C@H:24]1[CH2:29][CH2:28][C@H:27]([CH3:30])[CH2:26][CH2:25]1)=[O:23])[CH:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH2:13][CH2:12]1)=[O:4]>C(O)(=O)C.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH:31]2[CH2:32][CH2:33][C:34]([CH3:37])([CH3:38])[CH2:35][CH2:36]2)=[CH:8][C:9]=1[N:10]([C:22]([C@H:24]1[CH2:29][CH2:28][C@H:27]([CH3:30])[CH2:26][CH2:25]1)=[O:23])[CH:11]1[CH2:12][CH2:13][CH:14]([N:17]2[CH:21]=[N:20][CH:19]=[N:18]2)[CH2:15][CH2:16]1)=[O:4]

Participants

4

Reactant 1

HCID 178499287HCID 178499287, compound

Product 1

HCID 178499288HCID 178499288, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 5-(4,4-dimethyl-cyclohex-1-enyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(4-[1,2,4]triazol-1-yl-cyclohexyl)-amino]-thiophene-2-carboxylic acid methyl ester (0.472 g, 0.88 mmol) in acetic acid (4.4 ml) was added 20% wet palladium hydroxide on charcoal (0.141 g). The resulting reaction mixture was placed under H2 atmosphere, stirred at room temperature for 16 h, and then filtered through celite and evaporated to dryness to obtain 5-(4,4-dimethyl-cyclohexyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(4-[1,2,4]triazol-1-yl-cyclohexyl)-amino]-thiophene-2-carboxylic acid methyl ester (0.470 g, 95%).

Workup

  1. customThe resulting reaction mixture
  2. filtrationfiltered through celite
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-28ddece0314a460fba9aa4c2cdf9c813
Source dataset
uspto-grants-2012_04
Patent number
US08158675B2

Reaction notes

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