Acetone → 6-{2-[5-Fluoro-2-(benzyloxy)phenyl]cyclopent-1-enyl}-pyridine-2-carboxylic Acid Benzyl Ester

HRID 1767245Notes

Reaction equation

HRID 1767245 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.[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[CH3:31][C:32](=O)[CH2:33][CH3:34].[CH3:36][C:37]([CH3:39])=O>>[CH2:23]([O:20][C:19]([C:17]1[CH:16]=[CH:15][CH:14]=[C:13]([C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:6]2[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[O:22][CH2:31][C:32]2[CH:39]=[CH:37][CH:36]=[CH:34][CH:33]=2)[N:18]=1)=[O:21])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 6569Methyl Ethyl KetoneHCID 7498Benzyl BromideHCID 135979826HCID 135979826, compound

Product 1

HCID 695082026-{2-[5-Fluoro-2-(benzyloxy)phenyl]cyclopent-1-enyl}-pyridine-2-carboxylic Acid Benzyl Ester

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, benzyl 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-6bfa40dfcf3746768878974c17913e71
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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