Pyridine → N-(6-Chloro-quinolin-8-yl)-benzenesulfonamide

HRID 513424Notes

Reaction equation

HRID 513424 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([NH2:22])[CH:21]=1)[N:18]=[CH:17][CH:16]=[CH:15]2.N1C=CC=CC=1>CS(C)=O.CO>[Cl:11][C:12]1[CH:13]=[C:14]2[C:19](=[C:20]([NH:22][S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])[CH:21]=1)[N:18]=[CH:17][CH:16]=[CH:15]2

Participants

5

Reactant 3

HCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 796186-Chloro-8-aminoquinoline

Product 1

HCID 60163755N-(6-Chloro-quinolin-8-yl)-benzenesulfonamideYield 61%

Reagents, catalysts & solvents 1

HCID 22036561Dimethyl sulfoxide methanolSolvent

Procedure

In a similar fashion using route 14 general procedure 26, benzenesulfonyl chloride (72 μl, 0.57 mmol), 6-chloroquinolin-8-ylamine (67 mg, 0.38 mmol) in pyridine (150 μl, 1.89 mmol) gave the title compound (73 mg, 61%) after trituration from DMSO/MeOH (1:2).

Sources & evidence

ORD record
ord-dd19372d48704bef85c8cd95ad0c2391
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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