6-Methoxy-m-toluenesulfonyl chloride → HCID 68697312, compound

HRID 2235117Notes

Reaction equation

HRID 2235117 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12]([NH:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)=[O:13])[CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][N:7]2[S:24]([C:27]1[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:28]=1[O:34][CH3:35])(=[O:26])=[O:25].CO[C:38]1C=CC(C)=C[C:39]=1S(Cl)(=O)=O>>[CH2:38]([O:20][C:19](=[O:21])[C:18]1[CH:17]=[CH:16][C:15]([NH:14][C:12]([C:10]2[CH:9]=[C:8]3[C:4]([CH2:5][CH2:6][N:7]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])=[C:3]([O:2][CH3:1])[CH:11]=2)=[O:13])=[CH:23][CH:22]=1)[CH3:39]

Participants

3

Reactant 2

HCID 1451496-Methoxy-m-toluenesulfonyl chlorideHCID 16051863HCID 16051863, compound

Product 1

HCID 68697312HCID 68697312, compound

Procedure

4-{[4-Methoxy-1-(2-methoxy-5-methyl-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, m/z (ES+): 497.35 (M+H+.), was prepared in analogy to example 26, steps 1 to 6. Step 5 was performed using 2-methoxy-5-methyl-benzenesulfonyl chloride, yielding 4-{[4-methoxy-1-(2-methoxy-5-methyl-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-9128e05a087a4606b9c1231565113f35
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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