N-(4-Cyano-2-fluorophenyl)methanesulfonamide → N-(4-(aminomethyl)-2-fluorophenyl)methanesulfonamide

HRID 1670446Notes

Reaction equation

HRID 1670446 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[C:5]([F:14])[CH:4]=1)#[N:2].[H][H]>[Ni].CO>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[C:5]([F:14])[CH:4]=1

Participants

5

Reactant 2

HCID 15981202N-(4-Cyano-2-fluorophenyl)methanesulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 21097526N-(4-(aminomethyl)-2-fluorophenyl)methanesulfonamide

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

The catalyst (0.151 g Raney nickel), N-(4-cyano-2-fluoro-phenyl)-methane sulphonamide (1.15 g) and methanol (25 ml) were placed in a hydrogenator. The mixture was stirred over night under hydrogen at a pressure of 2 bar. 0.26 ml hydrogen was taken up. The reaction mixture was drawn off through the filtering material and the filter cake was washed with methanol. The solvent was removed under vacuum and the residue was dried. The desired product was obtained in the form of a solid (476 mg).

Workup

  1. washthe filter cake was washed with methanol
  2. customThe solvent was removed under vacuum
  3. customthe residue was dried

Sources & evidence

ORD record
ord-b5db632baed948f59dbe34c579864334
Source dataset
uspto-grants-2011_08
Patent number
US07994167B2

Reaction notes

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