HCID 11752508, compound → HCID 69039211, compound

HRID 2374287Notes

Reaction equation

HRID 2374287 reaction equation
[C:1]1([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:9]=2[C:18]([N:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)[CH2:22][CH2:21]2)=[O:19])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1>CO.[Pd]>[CH:1]1([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:9]=2[C:18]([N:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:34])([F:35])[F:33])=[CH:28][CH:27]=3)[CH2:22][CH2:21]2)=[O:19])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 11752508HCID 11752508, compound

Product 1

HCID 69039211HCID 69039211, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(2-Cyclohept-1-enyl-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone (Example 75) ) is hydrogenated in MeOH in presence of 10% Pd/C under a hydrogen pressure of 100 bar at 100° C. for 18 h. Filtration, evaporation of the solvent and purification of the residue by preparative HPLC on a C-18 column with a H2O/MeCN gradient provided (2-Cycloheptyl-5-methanesulfonyl-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone in 73% yield as colourless gum (M+H+: 509.6.).

Workup

  1. customat 100° C.
  2. customfor 18 h
  3. filtrationFiltration, evaporation of the solvent and purification of the residue by preparative HPLC on a C-18 column with a H2O/MeCN gradient

Sources & evidence

ORD record
ord-ff49f04c9db843a7a8fae63e9e7c0d45
Source dataset
uspto-grants-2008_12
Patent number
US07462617B2

Reaction notes

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