Methyl trans 5-chloro-2-(phenylsulfonylamino)cinnamate → [5-Chloro-2-(4-methylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

HRID 396441Notes

Reaction equation

HRID 396441 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:14]S(C2C=CC=CC=2)(=O)=O)=[C:6]([CH:13]=1)/[CH:7]=[CH:8]/[C:9]([O:11]C)=[O:10].Br.Br[CH2:26][C:27]([C:29]1[CH:34]=[C:33]([CH3:35])[CH:32]=[CH:31][N:30]=1)=[O:28]>>[Cl:1][C:2]1[CH:13]=[C:6]2[C:5](=[CH:4][CH:3]=1)[NH:14][C:26]([C:27]([C:29]1[CH:34]=[C:33]([CH3:35])[CH:32]=[CH:31][N:30]=1)=[O:28])=[C:7]2[CH2:8][C:9]([OH:11])=[O:10]

Participants

3

Reactant 2

HCID 11187263Methyl trans 5-chloro-2-(phenylsulfonylamino)cinnamateHCID 230036032-Bromoacetyl4-methylpyridine hydrobromide

Product 1

HCID 23003314[5-Chloro-2-(4-methylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 8 (Method A) from methyl trans-5-chloro-2-(phenylsulfonylamino)cinnamate (step 3) and 2-bromoacetyl-4-methylpyridine hydrobromide (F. H. Case et al., J. Am. Chem. Soc., 1956, 78, 5842).

Sources & evidence

ORD record
ord-518cf875763748a192482c955401722a
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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