2-(4-Aminomethyl-phenoxy)-2-methyl-propionic acid ethyl ester → 2-Methyl-2-[4-({2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetylamino}-methyl)-phenoxy]-propionic acid ethyl ester

HRID 1242413Notes

Reaction equation

HRID 1242413 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][NH2:16])=[CH:11][CH:10]=1)([CH3:7])[CH3:6])[CH3:2].[CH3:18][C:19]1[C:24]([CH2:25][C:26](O)=[O:27])=[CH:23][CH:22]=[C:21]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=2)[N:20]=1>>[CH2:1]([O:3][C:4](=[O:17])[C:5]([CH3:7])([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][NH:16][C:26](=[O:27])[CH2:25][C:24]2[C:19]([CH3:18])=[N:20][C:21]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:36])([F:38])[F:37])=[CH:31][CH:30]=3)=[CH:22][CH:23]=2)=[CH:13][CH:14]=1)[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 161091882-(4-Aminomethyl-phenoxy)-2-methyl-propionic acid ethyl esterHCID 21935927[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic Acid

Product 1

HCID 670721212-Methyl-2-[4-({2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetylamino}-methyl)-phenoxy]-propionic acid ethyl ester

Procedure

In analogy to the procedures described in example 26B] and 26C), 2-(4-aminomethyl-phenoxy)-2-methyl-propionic acid ethyl ester [PCT Int. Appl. (2002), WO 2002/096895A1] was reacted with [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid (example 26E]) to give 2-methyl-2-[4-({2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetylamino}-methyl)-phenoxy]-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as colorless amorphous solid.

Sources & evidence

ORD record
ord-09abc5a5249047b596739ad9656dfbc7
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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