Methyl Ethyl Ketone → 6-{2-[5-Fluoro-2-(4-fluorobenzyloxy)phenyl]cyclopent-1-enyl}pyridine-2-carboxylic Acid 4-fluorobenzyl Ester

HRID 1767246Notes

Reaction equation

HRID 1767246 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:22])=[C:6]([C:8]2[CH2:12][CH2:11][CH2:10][C:9]=2[C:13]2[N:18]=[C:17]([C:19]([OH:21])=[O:20])[CH:16]=[CH:15][CH:14]=2)[CH:7]=1.[F:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Br)=[CH:26][CH:25]=1.[CH3:32][C:33](=O)[CH2:34][CH3:35]>CC(C)=O>[F:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][O:20][C:19]([C:17]2[CH:16]=[CH:15][CH:14]=[C:13]([C:9]3[CH2:10][CH2:11][CH2:12][C:8]=3[C:6]3[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[O:22][CH2:32][C:33]3[CH:6]=[CH:7][C:2]([F:1])=[CH:35][CH:34]=3)[N:18]=2)=[O:21])=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 680214-Fluorobenzyl bromideHCID 135979826HCID 135979826, compound

Product 1

HCID 695080976-{2-[5-Fluoro-2-(4-fluorobenzyloxy)phenyl]cyclopent-1-enyl}pyridine-2-carboxylic Acid 4-fluorobenzyl Ester

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Prepared by general procedure 5 but using 6-{2-[5-fluoro-2-(hydroxy)phenyl]cyclopent-1-enyl}pyridine-2-carboxylic acid instead of 6-{2-[5-chloro-2-(hydroxy)phenyl]cyclopent-1-enyl}pyridine-2-carboxylic acid, 4-fluorobenzyl bromide instead of 4-chlorobenzyl bromide and with acetone as solvent instead of 2-butanone.

Workup

  1. customPrepared by general procedure 5

Sources & evidence

ORD record
ord-e9fa1eb2af334e01879280dbd78fe207
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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