1,2,3-Benzothiadiazole-5-carboxylic acid → N-(4-chloro-3-(pyridin-2-yl)phenyl)benzo[d][1,2,3]thiadiazole-5-carboxamide

HRID 633088

Reaction equation

HRID 633088 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1.[S:15]1[C:19]2[CH:20]=[CH:21][C:22]([C:24](O)=[O:25])=[CH:23][C:18]=2[N:17]=[N:16]1>>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:24]([C:22]2[CH:21]=[CH:20][C:19]3[S:15][N:16]=[N:17][C:18]=3[CH:23]=2)=[O:25])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 27354581,2,3-Benzothiadiazole-5-carboxylic acidHCID 401519254-Chloro-3-(pyridin-2-yl)aniline

Product 1

HCID 58614738N-(4-chloro-3-(pyridin-2-yl)phenyl)benzo[d][1,2,3]thiadiazole-5-carboxamide

Procedure

50 mg of 4-chloro-3-(pyridin-2-yl)aniline was coupled to benzo-1,2,3-thiadiazole-5-carboxylic acid via Procedure G. The crude product was purified via reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)benzo[d][1,2,3]thiadiazole-5-carboxamide. MS (Q1) 367 (M)+.

Workup

  1. customThe crude product was purified via reverse phase HPLC

Sources & evidence

ORD record
ord-4c8f84569956433a97e7c475250bb628
Source dataset
uspto-grants-2016_04
Patent number
US09321761B2

Linked notes

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