3-Dimethylsulfamoyl-5-trifluoromethyl-benzoic acid → 3-Dimethylsulfamoyl-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-5-trifluoromethyl-benzamide

HRID 878149Notes

Reaction equation

HRID 878149 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[C:5]([N:7]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[O:22][CH3:23])[CH3:8])=[O:6].[CH3:31][N:32]([CH3:49])[S:33](C1C=C(C=C(C(F)(F)F)C=1)C(O)=O)(=[O:35])=[O:34]>>[CH3:31][N:32]([CH3:49])[S:33]([C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([C:27]([F:29])([F:30])[F:28])[CH:26]=1)[C:5]([N:7]([C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[O:22][CH3:23])[CH3:8])=[O:6])(=[O:35])=[O:34]

Participants

3

Reactant 2

HCID 179640083-Dimethylsulfamoyl-5-trifluoromethyl-benzoic acidHCID 70663278HCID 70663278, compound

Product 1

HCID 706635273-Dimethylsulfamoyl-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-5-trifluoromethyl-benzamide

Procedure

The title compound was prepared in analogy to example 90, from [4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-methyl-amine (example 129, intermediate) and 3-dimethylsulfamoyl-5-trifluoromethyl-benzoic acid (Buttpark Ltd.) after a reaction time of 65 hours. The compound was purified by silica gel chromatography on a 50 g column using a MPLC system eluting with EtOAc. Light brown foam (19%). MS (ESI): m/z=512.13 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography on a 50 g column
  2. washeluting with EtOAc

Sources & evidence

ORD record
ord-b4a83b033d0f4aa1bdf9fe0a1030be43
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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