4-(Chlorosulfonyl)benzoic acid → HCID 58614787, compound

HRID 923041Notes

Reaction equation

HRID 923041 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.[F:28][C:29]([F:45])([F:44])[CH2:30][NH:31][S:32]([C:35]1[CH:43]=[CH:42][C:38]([C:39](O)=[O:40])=[CH:37][CH:36]=1)(=[O:34])=[O:33]>FC(F)(F)CN>[Cl:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][C:39](=[O:40])[C:38]2[CH:42]=[CH:43][C:35]([S:32](=[O:33])(=[O:34])[NH:31][CH2:30][C:29]([F:28])([F:44])[F:45])=[CH:36][CH:37]=2)=[CH:17][C:16]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1

Participants

5

Reactant 3

HCID 823854-(Chlorosulfonyl)benzoic acidHCID 4737406HCID 4737406, compoundHCID 401519254-Chloro-3-(pyridin-2-yl)aniline

Product 1

HCID 58614787HCID 58614787, compound

Reagents, catalysts & solvents 1

HCID 9773Ethanamine, 2,2,2-trifluoro-Solvent

Procedure

1 g of 4-(chlorosulfonyl)benzoic acid was reacted with 500 μL of 2,2,2-trifluoroethanamine via Procedure H. 60 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to 92 mg of 4-(N-(2,2,2-trifluoroethyl)sulfamoyl)benzoic acid by Procedure G and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(N-(2,2,2-trifluoroethyl)sulfamoyl)benzamide. MS (Q1) 470 (M)+.

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-2da4446173ee424da1d921409a45768c
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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