[Rac]-3-(1-chloro-ethyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine → [Rac]-2-(2-methoxy-4-{1-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester

HRID 1242423Notes

Reaction equation

HRID 1242423 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[O:16][CH3:17])([CH3:7])[CH3:6])[CH3:2].Cl[CH:20]([C:22]1[C:23]([CH3:38])=[N:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=2)=[CH:26][CH:27]=1)[CH3:21]>>[CH2:1]([O:3][C:4](=[O:18])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH:20]([C:22]2[C:23]([CH3:38])=[N:24][C:25]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:35])[F:36])=[CH:30][CH:29]=3)=[CH:26][CH:27]=2)[CH3:21])=[CH:11][C:10]=1[O:16][CH3:17])([CH3:6])[CH3:7])[CH3:2]

Participants

3

Reactant 2

HCID 21935947[Rac]-3-(1-chloro-ethyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridineHCID 67072334HCID 67072334, compound

Product 1

HCID 67072045[Rac]-2-(2-methoxy-4-{1-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester

Procedure

In analogy to the procedures described in examples 8A] and 31B], 2-(4-hydroxy-2-methoxy-phenoxy)-2-methyl-propionic acid ethyl ester (example 90A]) was reacted with [rac]-3-(1-chloro-ethyl)-2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine (example 17C]) to give [rac]-2-(2-methoxy-4-{1-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as light yellow solid.

Sources & evidence

ORD record
ord-31b4fecdee724c8b87a4a8e375af6b8c
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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