2-Chloro-4-fluoro-5-sulfamoylbenzoic acid → N-((1-(2-chloro-4-fluoro-5-sulfamoylbenzoyl)-4-phenylpiperidin-4-yl)methyl)-3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamide
Reaction equation
[F:1][C:2]1[C:3]([C:22]([NH:24][CH2:25][C:26]2([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:23])=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1.[Cl:38][C:39]1[CH:47]=[C:46]([F:48])[C:45]([S:49](=[O:52])(=[O:51])[NH2:50])=[CH:44][C:40]=1[C:41](O)=[O:42]>>[Cl:38][C:39]1[CH:47]=[C:46]([F:48])[C:45]([S:49](=[O:51])(=[O:52])[NH2:50])=[CH:44][C:40]=1[C:41]([N:29]1[CH2:28][CH2:27][C:26]([CH2:25][NH:24][C:22](=[O:23])[C:3]2[C:2]([F:1])=[C:7]([S:8][C:9]3[S:13][C:12]([NH:14][C:15]4[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][N:16]=4)=[N:11][CH:10]=3)[CH:6]=[CH:5][N:4]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH2:31][CH2:30]1)=[O:42]Participants
3
Reactant 2
Product 1
Procedure
Following the procedure given for example 92, 3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)-N-((4-phenylpiperidin-4-yl)methyl)picolinamide (compound example 11) was reacted with 2-chloro-4-fluoro-5-sulfamoylbenzoic acid to give the title compound. LC/MS (M+H)+: 770. Ret. time: 2.17 min. (Condition J); analytical HPLC Ret. time: 12.91 min (Condition K).
Sources & evidence
- ORD record
- ord-784c745b96f3496a92a444f5e4c3f626
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08343999B2
Reaction notes
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