5-[1-Methyl-3-(trifluoromethyl)-1h-pyrazol-5-yl]thiophene-2-sulfonyl chloride → 4-{3-[5-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-thiophene-2-sulfonylamino]-benzoylamino}-benzoic acid ethyl ester
Reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[S:11][C:10]([S:12]([NH:15][C:16]3[CH:17]=[C:18]([CH:31]=[CH:32][CH:33]=3)[C:19]([NH:21][C:22]3[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=3)=[O:20])(=[O:14])=[O:13])=[CH:9][CH:8]=2)=[CH:5][C:4]([C:34]([F:37])([F:36])[F:35])=[N:3]1.CN1C(C2SC(S(Cl)(=O)=O)=CC=2)=[CH:42][C:41](C(F)(F)F)=N1>>[CH2:41]([O:27][C:26](=[O:28])[C:25]1[CH:29]=[CH:30][C:22]([NH:21][C:19](=[O:20])[C:18]2[CH:31]=[CH:32][CH:33]=[C:16]([NH:15][S:12]([C:10]3[S:11][C:7]([C:6]4[N:2]([CH3:1])[N:3]=[C:4]([C:34]([F:35])([F:37])[F:36])[CH:5]=4)=[CH:8][CH:9]=3)(=[O:14])=[O:13])[CH:17]=2)=[CH:23][CH:24]=1)[CH3:42]Participants
3
Reactant 2
Product 1
Procedure
4-{3-[5-(2-Methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-thiophene-2-sulfonlyamino]-benzoylamino}-benzoic acid, MS (ISP): m/e=549.2 (M−H), was prepared in analogy to example 1, steps A to D. Step C was performed using 5-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-thiophene-2-sulfonyl chloride and yielded 4-{3-[5-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-thiophene-2-sulfonylamino]-benzoylamino}-benzoic acid ethyl ester, which was hydrolyzed in step D.
Sources & evidence
- ORD record
- ord-37dff99dccf840f182f088ff74989b3d
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723538B2
Reaction notes
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