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

HRID 1242419Notes

Reaction equation

HRID 1242419 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][NH2:17])=[CH:11][CH:10]=1)([CH3:7])[CH3:6])[CH3:2].[CH3:19][C:20]1[C:25]([CH2:26][C:27](O)=[O:28])=[CH:24][CH:23]=[C:22]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=2)[N:21]=1>>[CH2:1]([O:3][C:4](=[O:18])[C:5]([CH3:7])([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][NH:17][C:27](=[O:28])[CH2:26][C:25]2[C:20]([CH3:19])=[N:21][C:22]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:37])([F:39])[F:38])=[CH:32][CH:31]=3)=[CH:23][CH:24]=2)=[CH:13][CH:14]=1)[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 19356632Ethyl 2-[4-(2-aminoethyl)-phenoxy]-2-methylpropionateHCID 21935927[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic Acid

Product 1

HCID 670722702-Methyl-2-[4-(2-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetylamino}-ethyl)-phenoxy]-propionic acid ethyl ester

Procedure

In analogy to the procedures described in example 26B] and 26C], 2-[4-(2-amino-ethyl)-phenoxy]-2-methyl-propionic acid ethyl ester (example 84A]) was reacted with [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetic acid (example 26E]) to give 2-methyl-2-[4-(2-{2-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-acetylamino}-ethyl)-phenoxy]-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as colorless solid.

Sources & evidence

ORD record
ord-eb0e30d37b75487bbcc2aad8a5ae46bf
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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