[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol → 2-Methyl-2-{4-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-naphthalen-2-yloxy}-propionic acid ethyl ester

HRID 1727016Notes

Reaction equation

HRID 1727016 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]([O:8][C:9]1[CH:18]=[C:17]([OH:19])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)([CH3:7])[CH3:6])[CH3:2].[CH3:21][C:22]1[C:27]([CH2:28]O)=[CH:26][CH:25]=[C:24]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=2)[N:23]=1>>[CH2:1]([O:3][C:4](=[O:20])[C:5]([CH3:7])([O:8][C:9]1[CH:18]=[C:17]([O:19][CH2:28][C:27]2[C:22]([CH3:21])=[N:23][C:24]([C:30]3[CH:31]=[CH:32][C:33]([C:36]([F:39])([F:37])[F:38])=[CH:34][CH:35]=3)=[CH:25][CH:26]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 21935862[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanolHCID 690383792-(4-Hydroxy-naphthalen-2-yloxy)-2-methyl-propionic acid ethyl ester

Product 1

HCID 690403362-Methyl-2-{4-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-naphthalen-2-yloxy}-propionic acid ethyl ester

Procedure

In analogy to the procedures described in example 4D] and 4E], 2-(4-hydroxy-naphthalen-2-yloxy)-2-methyl-propionic acid ethyl ester (example 17D]) was reacted with [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol (example 1I]) to give 2-methyl-2-{4-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-naphthalen-2-yloxy}-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as yellow solid.

Sources & evidence

ORD record
ord-439dd74fbecb4742a79c466f639f50cf
Source dataset
uspto-grants-2009_02
Patent number
US07495001B2

Reaction notes

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