4-Chloro-3-(pyridin-2-yl)aniline → HCID 178522073, compound

HRID 923004

Reaction equation

HRID 923004 reaction equation
N1N=C(S(CC2C=CC(C(O)=O)=CC=2)=O)NC=1.[N:18]1[N:19]=[C:20]([S:23]([CH2:26][C:27]2[CH:35]=[CH:34][C:30]([C:31]([OH:33])=O)=[CH:29][CH:28]=2)(=[O:25])=[O:24])[NH:21][CH:22]=1.[Cl:36][C:37]1[CH:43]=[CH:42][C:40]([NH2:41])=[CH:39][C:38]=1[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=1>>[N:18]1[N:19]=[C:20]([S:23]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([C:31]([NH:41][C:40]3[CH:42]=[CH:43][C:37]([Cl:36])=[C:38]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][N:45]=4)[CH:39]=3)=[O:33])=[CH:34][CH:35]=2)(=[O:24])=[O:25])[NH:21][CH:22]=1

Participants

4

Reactant 3

HCID 401519254-Chloro-3-(pyridin-2-yl)anilineHCID 178524403HCID 178524403, compoundHCID 178524404HCID 178524404, compound

Product 1

HCID 178522073HCID 178522073, compound

Procedure

107 mg of a mixture of 4-((4H-1,2,4-triazol-3-ylsulfinyl)methyl)benzoic acid and 4-((4H-1,2,4-triazol-3-ylsulfonyl)methyl)benzoic acid was coupled to 75 mg of 4-chloro-3-(pyridin-2-yl)aniline via Procedure G. The mixture was separated on reverse phase HPLC to give 4-((4H-1,2,4-triazol-3-ylsulfonyl)methyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide. MS (Q1) 454.3 (M)+.

Workup

  1. customThe mixture was separated on reverse phase HPLC

Sources & evidence

ORD record
ord-7a6ab9081c294c8ea0c6f6566c20a22b
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Linked notes

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