8-Aminoquinoline → HCID 8823668, compound

HRID 513443Notes

Reaction equation

HRID 513443 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[Cl:12][C:13]1[CH:14]=[C:15]([S:19](Cl)(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1>CN(C1C=CN=CC=1)C>[Cl:12][C:13]1[CH:14]=[C:15]([S:19]([NH:1][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[N:10]=[CH:9][CH:8]=[CH:7]3)(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 113598-AminoquinolineHCID 179093-Chlorobenzenesulphonyl chloride

Product 1

HCID 8823668HCID 8823668, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In the similar fashion using route 14 general procedure 27, 8-aminoquinoline (200 mg, 1.38 mmol), 3-chlorobenzenesulfonyl chloride (270 mg, 1.3 mmol) and DMAP (cat.) gave the title compound (250 mg, 59%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-675e054821634a4285f07067e03521ec
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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