Acetic Acid → HCID 57436815, compound

HRID 46000Notes

Reaction equation

HRID 46000 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:23][N:24]2[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]2=[O:33])([N:14]2[CH2:19][CH2:18][N:17]([CH:20]3[CH2:22][CH2:21]3)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)(=O)C.[H][H]>C(O)C.[OH-].[OH-].[Pd+2]>[CH:20]1([N:17]2[CH2:18][CH2:19][N:14]([C:11]3([CH2:23][N:24]4[CH2:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[C:25]4=[O:33])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH2:15][CH2:16]2)[CH2:21][CH2:22]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 579895902-((1-Benzyl-4-(4-cyclopropylpiperazin-1-yl)-piperidin-4-yl)methyl)isoindolin-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 57436815HCID 57436815, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Through a solution of 2-((1-Benzyl-4-(4-cyclopropylpiperazin-1-yl)-piperidin-4-yl)methyl)isoindolin-1-one (0.63 mmol) in ethanol (10 ml) was passed argon gas for 10 min. Then acetic acid (200 μl) and Pd(OH)2 (20% by weight) were added to the reaction mixture. The mixture was stirred at room temperature for 16 h under an atmosphere of H2 by using a hydrogen balloon. The reaction mixture was filtered through celite and the filtrate was concentrated to dryness to give the desired product. Yield: 60%.

Workup

  1. customfor 10 min
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-4653a2898c2340348b1372a46ce7c63b
Source dataset
uspto-grants-2013_09
Patent number
US08541573B2

Reaction notes

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