Ethyl bromoacetate → 3-[4-{[1-(4-Fluorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}-2-(trifluoromethyl)phenyl]propanoic acid

HRID 1404195Notes

Reaction equation

HRID 1404195 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=O.OC1C=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27]CC)=[O:26])=[C:19]([C:30]([F:33])([F:32])[F:31])[CH:18]=1>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]2[CH:21]=[CH:20][C:19]([C:30]([F:33])([F:32])[F:31])=[C:15]2[CH2:14][O:13][C:11]2[CH:10]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[C:19]([C:30]([F:31])([F:32])[F:33])[CH:18]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 97314-FluoroanilineHCID 587538593-(4-Hydroxy-2-trifluoromethyl-phenyl)-propionic acid ethyl ester

Product 1

HCID 863437923-[4-{[1-(4-Fluorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}-2-(trifluoromethyl)phenyl]propanoic acid

Procedure

4-Fluoroaniline was reacted with ethyl bromoacetate according to the procedure of Example 73, Step A. The resulting product was then reacted according to the procedures of Example 73, Steps B and C and Example 1, Step D, in sequence. The resulting product was then reacted with ethyl 3-(4-hydroxy-2-trifluoromethylphenyl)propanoate according to the procedures of Example 1, Step E and Step F, in sequence, to yield the title compound.

Workup

  1. customThe resulting product was then reacted

Sources & evidence

ORD record
ord-6d275b1ac43b4b13b0bb9629ce2a5f99
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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