HCID 21935767, compound → 2-(4-{[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylcarbamoyl]-methyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester
Reaction equation
[CH:1]1([C:4]2[C:9]([NH2:10])=[CH:8][N:7]=[C:6]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=3)[N:5]=2)[CH2:3][CH2:2]1.FC(F)(F)C1C(C(O)=O)=CN=C(C2C=CC(C(F)(F)F)=CC=2)N=1.[C:44]([O:48][C:49](=[O:64])[C:50]([O:53][C:54]1[CH:59]=[CH:58][C:57]([CH2:60][C:61](O)=[O:62])=[CH:56][CH:55]=1)([CH3:52])[CH3:51])([CH3:47])([CH3:46])[CH3:45]>>[C:44]([O:48][C:49](=[O:64])[C:50]([O:53][C:54]1[CH:59]=[CH:58][C:57]([CH2:60][C:61](=[O:62])[NH:10][C:9]2[C:4]([CH:1]3[CH2:2][CH2:3]3)=[N:5][C:6]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:19])([F:20])[F:18])=[CH:13][CH:12]=3)=[N:7][CH:8]=2)=[CH:56][CH:55]=1)([CH3:52])[CH3:51])([CH3:46])([CH3:45])[CH3:47]Participants
4
Reactant 3
Product 1
Procedure
In analogy to the procedures described in example 26B] and 124C], 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylamine (prepared from 4-trifluoromethyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid, see example 133], in analogy to the procedures described in examples 125B] and 125C]) was reacted with 2-(4-carboxymethyl-phenoxy-2-methyl-propionic acid tert-butyl ester (example 124A]) to give 2-(4-{[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylcarbamoyl]-methyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester, which was subsequently cleaved with trifluoroacetic acid to yield the title compound as yellow solid.
Sources & evidence
- ORD record
- ord-1a84e583ad08424597c81015a54c1694
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07115611B2
Reaction notes
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