8-Aminoquinoline → HCID 68183449, compound

HRID 513462Notes

Reaction equation

HRID 513462 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[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[C:14]([S:22](Cl)(=[O:24])=[O:23])[CH:13]=1>CN(C1C=CN=CC=1)C>[N:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[NH:1][S:22]([C:14]2[CH:13]=[N:12][C:21]3[C:16]([CH:15]=2)=[CH:17][CH:18]=[CH:19][CH:20]=3)(=[O:23])=[O:24])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 113598-AminoquinolineHCID 22674108Quinoline-3-sulfonyl chloride

Product 1

HCID 68183449HCID 68183449, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, 8-aminoquinoline (57 mg, 0.40 mmol), quinoline-3-sulfonyl chloride (10 mg, 0.44 mmol) and DMAP (cat.) gave the title compound (28 mg, 21%).

Sources & evidence

ORD record
ord-ffd2ef922e6a4c8bb74503e45b4b6fda
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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