[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-acetic acid → 2-[3-({2-[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-acetyl}-methyl-amino)-5-trifluoromethyl-phenoxy)-2-methyl-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:21])[C:5]([CH3:20])([O:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([NH:18][CH3:19])[CH:9]=1)[CH3:6])[CH3:2].[CH:22]1([C:25]2[C:30]([CH2:31][C:32](O)=[O:33])=[CH:29][N:28]=[C:27]([C:35]3[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][CH:36]=3)[N:26]=2)[CH2:24][CH2:23]1.ClCC1C(C2CC2)=NC(C2C=CC(C(F)(F)F)=CC=2)=NC=1>>[CH2:1]([O:3][C:4](=[O:21])[C:5]([O:7][C:8]1[CH:13]=[C:12]([C:14]([F:15])([F:17])[F:16])[CH:11]=[C:10]([N:18]([C:32](=[O:33])[CH2:31][C:30]2[C:25]([CH:22]3[CH2:23][CH2:24]3)=[N:26][C:27]([C:35]3[CH:36]=[CH:37][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:39][CH:40]=3)=[N:28][CH:29]=2)[CH3:19])[CH:9]=1)([CH3:20])[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-methylamino-5-trifluoromethyl-phenoxy)-propionic acid ethyl ester was reacted with [4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-acetic acid (prepared from 5-chloromethyl-4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 27F]) in analogy to the sequences described in examples 26D] and 26E]) to give 2-[3-({2-[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-acetyl}-methyl-amino)-5-trifluoromethyl-phenoxy)-2-methyl-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as light yellow oil.
Sources & evidence
- ORD record
- ord-d35e2d7750904f7b95da0c591e9713b1
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115611B2
Reaction notes
Loading…