Reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([C:12]3[CH:13]=[C:14]([NH2:17])[NH:15][N:16]=3)=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.[N:18]1([CH2:24][CH2:25][CH2:26][C:27](O)=[O:28])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.C([O-])=O>>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]([C:12]3[CH:13]=[C:14]([NH:17][C:27](=[O:28])[CH2:26][CH2:25][CH2:24][N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)[NH:15][N:16]=3)=[CH:10][CH:11]=2)[CH2:2][CH2:3]1Participants
4
Procedure
The product was prepared according to the general synthetic method for the synthesis of ω-amino-alkanoic acid (1H-pyrazol-3-yl-5-aryl)-amides via the amino acid route, starting from 5-(4-cyclopropylmethoxy-phenyl)-2H-pyrazol-3-ylamine (152.9 mg, 0.7 mmol, 1.0 eq) and 4-piperidin-1-yl-butyric acid (168 mg, 1.0 mmol, 1.5 eq). The crude product was purified via preparative HPLC; 72.0 mg of the title product (28% yield) was obtained as a formate salt.
Workup
- customThe product was prepared
- customThe crude product was purified via preparative HPLC
Sources & evidence
- ORD record
- ord-72fb51b6e0614cacb579e72814fe1012
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163729B2
Linked notes
Loading…