8-Aminoquinoline → HCID 28046592, compound

HRID 513447Notes

Reaction equation

HRID 513447 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.[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20](Cl)(=[O:22])=[O:21])#[N:13]>CN(C1C=CN=CC=1)C>[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([NH: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)(=[O:22])=[O:21])#[N:13]

Participants

4

Reactant 2

HCID 113598-AminoquinolineHCID 5223472-Cyanobenzenesulfonyl Chloride

Product 1

HCID 28046592HCID 28046592, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In the similar fashion using route 14 general procedure 27, 8-aminoquinoline (100 mg, 0.69 mmol), 2-cyanobenzenesulfonyl chloride (140 mg, 0.69 mmol) and DMAP (cat.) gave the title compound (100 mg, 50%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-2768e176d276497d86d219680544a562
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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