1-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodoisatin → 1-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodo-3-hydroxy-3-(phenyl)oxindole

HRID 1369120Notes

Reaction equation

HRID 1369120 reaction equation
[CH2:1]([N:3]([CH2:22][CH3:23])[CH2:4][CH2:5][N:6]1[C:16]2[C:11](=[C:12]([C:18]([F:21])([F:20])[F:19])[CH:13]=[C:14]([I:17])[CH:15]=2)[C:9](=[O:10])[C:7]1=[O:8])[CH3:2].[C:24]1([Mg]Br)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:22]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]1[C:16]2[C:11](=[C:12]([C:18]([F:20])([F:21])[F:19])[CH:13]=[C:14]([I:17])[CH:15]=2)[C:9]([OH:10])([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:7]1=[O:8])[CH3:23]

Participants

3

Reactant 2

HCID 110265521-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodoisatinHCID 178418255HCID 178418255, compound

Product 1

HCID 185186121-(2-Diethylaminoethyl)-4-trifluoromethyl-6-iodo-3-hydroxy-3-(phenyl)oxindoleYield 53%

Procedure

The title compound (53%) was prepared from 1-(2-diethylaminoethyl)-6-iodo-4-trifluoromethylisatin and phenylmagnesium bromide by the procedure similar to that described in Example 1. The compound obtained was further purified by reverse phase HPLC with water-acetonitrile-trifluoroacetic acid.

Workup

  1. customThe compound obtained
  2. customwas further purified by reverse phase HPLC with water-acetonitrile-trifluoroacetic acid

Sources & evidence

ORD record
ord-bcab12cf8bd74b328e0474a446f10f9f
Source dataset
uspto-grants-2003_06
Patent number
US06576656B1

Reaction notes

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