Acetic Acid → HCID 57989591, compound

HRID 45996Notes

Reaction equation

HRID 45996 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:23][NH:24][C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])([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]>CO.[OH-].[OH-].[Pd+2]>[CH:20]1([N:17]2[CH2:18][CH2:19][N:14]([C:11]3([CH2:23][NH:24][C:25](=[O:30])[C:26]([F:27])([F:29])[F:28])[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 57989585HCID 57989585, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57989591HCID 57989591, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Through a solution of N-((1-benzyl-4-(4-cyclopropylpiperazin-1-yl)-piperidin-4-yl)methyl)-2,2,2-trifluoroacetamide (5.4 mmol) in methanol (30 ml) was passed argon gas for 10 min. Then acetic acid (855 μl) and Pd(OH)2 (40% by weight) were added to the reaction mixture and it 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 yield the desired product which was used in the next step without further purification. Yield: 90%.

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-38b0e85da91e429da3b8f8fd864a6ec5
Source dataset
uspto-grants-2013_09
Patent number
US08541573B2

Reaction notes

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