Methyl trans-4-chloro-2-(phenylsulfonylamino)cinnamate → Methyl[6-chloro-2-(6-methylpyridine-2-carbonyl)-1h-indol-3-yl]acetate

HRID 396470Notes

Reaction equation

HRID 396470 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5](/[CH:6]=[CH:7]/[C:8]([O:10][CH3:11])=[O:9])=[C:4]([NH:14]S(C2C=CC=CC=2)(=O)=O)[CH:3]=1.Br.Br[CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([CH3:35])[N:30]=1)=[O:28]>>[CH3:11][O:10][C:8](=[O:9])[CH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:13][CH:12]=2)[NH:14][C:26]=1[C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([CH3:35])[N:30]=1)=[O:28]

Participants

3

Reactant 2

HCID 11371593Methyl trans-4-chloro-2-(phenylsulfonylamino)cinnamateHCID 222914172-Bromo-1-(6-methylpyridin-2-yl)ethanone hydrobromide

Product 1

HCID 23003211Methyl[6-chloro-2-(6-methylpyridine-2-carbonyl)-1h-indol-3-yl]acetate

Procedure

The title compound was prepared according to the procedure described in Example 57 from methyl trans-4-chloro-2-(phenylsulfonylamino)cinnamate (step 1 of Example 8, Method A) and 2-bromoacetyl-6-methylpyridine hydrobromide (H. Erlenmeyer, J. Jenni, and B. Prijs, J. Med. Pharm. Chem., 1961, 3, 561-566).

Sources & evidence

ORD record
ord-2a92a193e49d4610a18609928def1db7
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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