6-Bromo-2,4-dichloro-3-(4-chlorobenzyl)quinoline → 6-Bromo-2,4-dichloro-3-(4-(methylsulfonyl)benzyl)quinoline

HRID 928728Notes

Reaction equation

HRID 928728 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:12])[C:6]([CH2:13][C:14]1[CH:19]=[CH:18][C:17](Cl)=[CH:16][CH:15]=1)=[C:5]2[Cl:21].[CH3:22][S:23](C1C=CC(CC(C(O)=O)C(O)=O)=CC=1)(=[O:25])=[O:24]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:12])[C:6]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([S:23]([CH3:22])(=[O:25])=[O:24])=[CH:16][CH:15]=1)=[C:5]2[Cl:21]

Participants

3

Reactant 2

HCID 867155806-Bromo-2,4-dichloro-3-(4-chlorobenzyl)quinoline3×HCID 867155862-(4-Methylsulfonylbenzyl)malonic acid2×

Product 1

HCID 867155876-Bromo-2,4-dichloro-3-(4-(methylsulfonyl)benzyl)quinoline

Procedure

The title compound was prepared by substituting 2-(4-chlorobenzyl)malonic acid (Intermediate 3: step b) with 2-(4-methylsulfonylbenzyl)malonic acid (Intermediate 8: step b) then following the procedure described for the preparation of 6-bromo-2,4-dichloro-3-(4-chlorobenzyl)quinoline (Intermediate 3: step c).

Sources & evidence

ORD record
ord-3b06a96b2d824b21be24dae7ad15765b
Source dataset
uspto-grants-2016_03
Patent number
US09290476B2

Reaction notes

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