Triphenylphosphine → 2-Methyl-2-{2-methyl-5-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-phenoxy}-propionic acid ethyl ester

HRID 1242404Notes

Reaction equation

HRID 1242404 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:10]=1[CH3:16])([CH3:7])[CH3:6])[CH3:2].[CH3:18][C:19]1[C:24]([CH2:25]O)=[CH:23][CH:22]=[C:21]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=2)[N:20]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:6])([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:25][C:24]2[C:19]([CH3:18])=[N:20][C:21]([C:27]3[CH:28]=[CH:29][C:30]([C:33]([F:36])([F:34])[F:35])=[CH:31][CH:32]=3)=[CH:22][CH:23]=2)[CH:12]=[CH:11][C:10]=1[CH3:16])[CH3:7])[CH3:2]

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 21935862[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanolHCID 670724112-(5-Hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester

Product 1

HCID 670723512-Methyl-2-{2-methyl-5-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-phenoxy}-propionic acid ethyl ester

Procedure

In analogy to the procedures described in examples 70B] and 26C], 2-(5-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (example 70A]) was reacted with [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol (example 1M]) in the presence of triphenylphosphine and di-tert.-butyl azodicarboxylate to give 2-methyl-2-{2-methyl-5-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-phenoxy}-propionic acid ethyl ester which was subsequently saponified to yield the title compound as colorless solid.

Sources & evidence

ORD record
ord-281bc665ad324515a877ce93bfaef122
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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