2-Bromomethyl-5-(4-trifluoromethyl-phenyl)-pyrimidine → 3-{2-Methyl-4-[5-(4-trifluoromethyl-phenyl)-pyrimidin-2-ylmethoxy]-phenyl}-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=1[CH3:14])[CH3:2].Br[CH2:17][C:18]1[N:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=2)=[CH:20][N:19]=1>>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:17][C:18]2[N:19]=[CH:20][C:21]([C:24]3[CH:25]=[CH:26][C:27]([C:30]([F:33])([F:31])[F:32])=[CH:28][CH:29]=3)=[CH:22][N:23]=2)=[CH:9][C:8]=1[CH3:14])[CH3:2]Participants
3
Procedure
A] In analogy to the procedures described in examples 8A] and 31B], 3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester (example 60B]) was reacted with 2-bromomethyl-5-(4-trifluoromethyl-phenyl)-pyrimidine (example 63C]) to give 3-{2-methyl-4-[5-(4-trifluoromethyl-phenyl)-pyrimidin-2-ylmethoxy]-phenyl}-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as off-white solid.
Sources & evidence
- ORD record
- ord-24f1ebb7b98f468d8cc757d3201142e1
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115611B2
Reaction notes
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