Pyridine → Pyridine-3-sulfonic acid quinolin-8-ylamide

HRID 513425

Reaction equation

HRID 513425 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:3]=1.[NH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[CH:20][CH:19]=[CH:18]2.N1C=CC=CC=1>CO>[N:21]1[C:22]2[C:17](=[CH:16][CH:15]=[CH:14][C:13]=2[NH:12][S:8]([C:4]2[CH:3]=[N:2][CH:7]=[CH:6][CH:5]=2)(=[O:10])=[O:9])[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 113598-AminoquinolineHCID 12571517Pyridine-3-sulfonyl chloride hydrochloride

Product 1

HCID 25038243Pyridine-3-sulfonic acid quinolin-8-ylamideYield 18%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a similar fashion using route 14 general procedure 26, pyridine-3-sulfonyl chloride hydrochloride (0.30 g, 1.39 mmol), 8-aminoquinoline (0.20 g, 1.39 mmol) in pyridine (0.56 ml, 6.94 mmol) gave the title compound (70 mg, 18%) after trituration from MeOH.

Sources & evidence

ORD record
ord-b6cb56d4da1047a8a54bcc20d9cc94d3
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Linked notes

Loading…