HCID 86594828, compound → HCID 9964497, compound

HRID 1816024Notes

Reaction equation

HRID 1816024 reaction equation
[ClH:1].[CH2:2]([N:9](C)[CH2:10][CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)=[O:13])C1C=CC=CC=1>CO.O.[Pd]>[ClH:1].[F:20][C:17]1[CH:16]=[CH:15][C:14]([C:12](=[O:13])[CH2:11][CH2:10][NH:9][CH3:2])=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 86594828HCID 86594828, compound

Product 1

HCID 9964497HCID 9964497, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

To a solution of 42.15 g (0.137 mole) of compound VI dissolved in 221 mL of a MeOH-water (1:1) mixture were added 9.68 g of Pd over 5% carbon (56.5% water). The mixture was hydrogenated at atmospheric pressure for 1 hour. The catalyst was filtered and the solvent was evaporated to dryness. The solid formed was recrystallized from AcCN and acetone to give 28.6 g (96%) of compound VII as a white crystalline solid.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe solvent was evaporated to dryness
  3. customThe solid formed
  4. customwas recrystallized from AcCN and acetone

Sources & evidence

ORD record
ord-07b65958277b43dba2d47a04949454b2
Source dataset
uspto-grants-2005_04
Patent number
US06881845B2

Reaction notes

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