Ethyl Acetate → HCID 18009475, compound

HRID 987602Notes

Reaction equation

HRID 987602 reaction equation
C([CH:4]1[CH2:9][CH2:8][C:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([CH2:10][NH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][C:21]#C)=[O:13])[CH2:6][CH2:5]1)(O)=O.[H][H].CC[O:33][C:34]([CH3:36])=[O:35]>[Pd]>[C:34]([CH2:36][CH:4]1[CH2:5][CH2:6][C:7]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)([CH2:10][NH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH3:21])=[O:13])[CH2:8][CH2:9]1)([OH:35])=[O:33]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 68834656HCID 68834656, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18009475HCID 18009475, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 1-carboxymethylidenyl-4-phenyl-4-(3-(2-methoxyphenyl)-3-oxo-2-azaprop-1-yl)-cyclohexane (Example 174, 64 mg, 0.17 mmol) and Pd/C (10 mg, 10%), in 5.0 mL of EtOAc was shaken under 50 psi of hydrogen for 24 h. The mixture was filtered through a plug of silica gel and concentrated to give the title compound as a mixture of isomers.

Workup

  1. filtrationThe mixture was filtered through a plug of silica gel
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d4d15155aadf40408685c383ee36f3e0
Source dataset
uspto-grants-2003_10
Patent number
US06632836B1

Reaction notes

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