8-Aminoquinoline → HCID 68183207, compound

HRID 513461Notes

Reaction equation

HRID 513461 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:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:14]=1[S:20](Cl)(=[O:22])=[O:21]>CN(C1C=CN=CC=1)C>[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:14]=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:21])=[O:22]

Participants

4

Reactant 2

HCID 113598-AminoquinolineHCID 157253702-Chloro-6-methylbenzene-1-sulfonyl chloride

Product 1

HCID 68183207HCID 68183207, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, using 8-aminoquinoline (100 mg, 0.69 mmol), 2-chloro-6-methylbenzenesulfonyl chloride (230 mg, 1.04 mmol) and DMAP (cat.) gave the title compound (110 mg, 48%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-27bb3150dda24e81b1e79b8e4e7c6187
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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