4-(Chlorosulfonyl)benzoic acid → HCID 58614628, compound
Reaction equation
ClS(C1C=CC(C(O)=O)=CC=1)(=O)=O.[Cl:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][C:16]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.[OH:28][CH:29]1[CH2:34][CH2:33][N:32]([S:35]([C:38]2[CH:46]=[CH:45][C:41]([C:42](O)=[O:43])=[CH:40][CH:39]=2)(=[O:37])=[O:36])[CH2:31][CH2:30]1>N1CCC(O)CC1>[Cl:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][C:42](=[O:43])[C:41]2[CH:40]=[CH:39][C:38]([S:35]([N:32]3[CH2:31][CH2:30][CH:29]([OH:28])[CH2:34][CH2:33]3)(=[O:37])=[O:36])=[CH:46][CH:45]=2)=[CH:17][C:16]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
1 g of 4-(chlorosulfonyl)benzoic acid was reacted with 506 μL of piperidin-4-ol via Procedure H. 75 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 114 mg of 4-(4-hydroxypiperidin-1-ylsulfonyl)benzoic acid via Procedure G and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(4-hydroxypiperidin-1-ylsulfonyl)benzamide. MS (Q1) 472.3 (M)+.
Workup
- custompurified by reverse phase HPLC
Sources & evidence
- ORD record
- ord-bbd9a8a3b8794efbbc15e6dd6a085dcc
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09278961B2
Reaction notes
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