HCID 86638587, compound → 2-(4-((4-(3-Aminophenylsulfonyl)piperazin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

HRID 1807811Notes

Reaction equation

HRID 1807811 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[CH2:21][CH2:20][N:19]([S:22]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-])=O)[CH:26]=3)(=[O:24])=[O:23])[CH2:18][CH2:17]2)=[CH:11][CH:10]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]>[Pd].C(OCC)(=O)C>[NH2:31][C:27]1[CH:26]=[C:25]([S:22]([N:19]2[CH2:18][CH2:17][N:16]([CH2:15][C:12]3[CH:11]=[CH:10][C:9]([C:3]([OH:8])([C:2]([F:35])([F:34])[F:1])[C:4]([F:5])([F:6])[F:7])=[CH:14][CH:13]=3)[CH2:21][CH2:20]2)(=[O:23])=[O:24])[CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 86638587HCID 86638587, compound

Product 1

HCID 866385882-(4-((4-(3-Aminophenylsulfonyl)piperazin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-olYield 115.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1,1,1,3,3,3-Hexafluoro-2-(4-((4-(3-nitrophenylsulfonyl)piperazin-1-yl)methyl)phenyl)propan-2-ol (1.660 mmol, 875.3 mg) and palladium on carbon were combined in ethyl acetate (20 mL). The reaction mixture was hydrogenated at 2 bar pressure for 1 hour. The reaction mixture was filtered through dicalite and concentrated under vacuum to afford the title compound (950.5 mg).

Workup

  1. filtrationThe reaction mixture was filtered through dicalite
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-c2449ea2a85044ffb759e48581fe0b31
Source dataset
uspto-grants-2013_01
Patent number
US08357679B2

Reaction notes

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