8-Aminoquinoline → HCID 22974334, compound

HRID 513426Notes

Reaction equation

HRID 513426 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.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18](Cl)(=[O:20])=[O:19]>>[N:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][S:18]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=2)(=[O:20])=[O:19])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 113598-AminoquinolineHCID 3787675Pyridine-2-sulfonyl Chloride2×

Product 1

HCID 22974334HCID 22974334, compoundYield 66%

Procedure

In a similar fashion using route 14 general procedure 26, 8-aminoquinoline (100 mg, 0.69 mmol), pyridine-2-sulfonyl chloride (Intermediate 18) (196 mg, 1.107 mmol) gave the title compound (130 mg, 65%) after purification by column chromatography with n-hexane/EtOAc (17:3) as the eluent.

Sources & evidence

ORD record
ord-f4db456bd3274f6ba834038bf42af260
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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