2-Methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid → 2-Methyl-2-[3-({methyl-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine-3-carbonyl]-amino}-methyl)-phenoxy]-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]([CH3:17])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][NH:15][CH3:16])[CH:9]=1)[CH3:6])[CH3:2].[CH3:19][C:20]1[N:28]=[C:27]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=2)[CH:26]=[CH:25][C:21]=1[C:22]([OH:24])=O.COC(=O)C1C=CC(C2C=CC(C(F)(F)F)=CC=2)=NC=1C>>[CH2:1]([O:3][C:4](=[O:18])[C:5]([CH3:17])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]([CH3:16])[C:22]([C:21]2[C:20]([CH3:19])=[N:28][C:27]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)=[CH:26][CH:25]=2)=[O:24])[CH:9]=1)[CH3:6])[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
In analogy to the procedures described in example 26B] and 26C], 2-methyl-2-(3-methylaminomethyl-phenoxy)-propionic acid ethyl ester (example 52C]) was reacted with 2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid (prepared from 2-methyl-6-(4-trifluoromethyl-phenyl)-nicotinic acid methyl ester (example 1L]) in analogy to the procedure described in example 53B]) to give 2-methyl-2-[3-({methyl-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridine-3-carbonyl]-amino}-methyl)-phenoxy]-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as colorless amorphous solid.
Sources & evidence
- ORD record
- ord-f8b436ec3cee417c9ce6d2e9b61b3375
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115611B2
Reaction notes
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