6-Methoxy-m-toluenesulfonyl chloride → HCID 68693765, compound

HRID 2235144Notes

Reaction equation

HRID 2235144 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]([C:14]2[CH:23]=[C:22]3[C:17]([CH2:18][CH2:19][CH2:20][N:21]3[S:24]([C:27]3[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:28]=3[O:34][CH3:35])(=[O:26])=[O:25])=[CH:16][CH:15]=2)=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:36]OC1C=CC(C)=CC=1S(Cl)(=O)=O>>[CH3:36][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([NH:11][C:12]([C:14]2[CH:23]=[C:22]3[C:17]([CH2:18][CH2:19][CH2:20][N:21]3[S:24]([C:27]3[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:28]=3[O:34][CH3:35])(=[O:25])=[O:26])=[CH:16][CH:15]=2)=[O:13])=[CH:10][C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 1451496-Methoxy-m-toluenesulfonyl chlorideHCID 16050615HCID 16050615, compound

Product 1

HCID 68693765HCID 68693765, compound

Procedure

2-Chloro-4-{[1-(2-methoxy-5-methyl-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid, m/z (ES+): 515.29 (M+H+.), was prepared in analogy to example 40, steps 1 to 5. Step 4 was performed using 2-methoxy-5-methyl-benzenesulfonyl chloride, yielding 2-Chloro-4-{[1-(2-methoxy-5-methyl-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid methyl ester, which was hydrolyzed in step 5.

Sources & evidence

ORD record
ord-34528d3d3b0f4ac087178151def8fc10
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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