Benzenesulfonyl chloride → HCID 60164090, compound

HRID 513485Notes

Reaction equation

HRID 513485 reaction equation
[CH3:1][O:2][C:3]1[C:12]([NH2:13])=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]1[C:12]([NH:13][S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 128498137-Methoxyquinolin-8-amine2×

Product 1

HCID 60164090HCID 60164090, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

In a similar fashion using route 14 general procedure 27, 7-methoxyquinolin-8-amine (Intermediate 64) (150 mg, 0.86 mmol), benzenesulfonyl chloride (130 μl, 1.03 mmol) and DMAP (cat.) gave the title compound (90 mg, 33%) after recrystallisation from DCM/n-pentane.

Sources & evidence

ORD record
ord-96ded5af54004819b6c23cb14aaf8fcd
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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