1,2-Dichloroethane → methyl 2-(4-{(S)-{[(4-tert-butylphenyl)-acetyl]amino}[5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)-2-methylpropanoate

Beteiligte Stoffe

Reaktionsschritte

To a solution of 0.05 g (0.26 mmol) (4-tert-butylphenyl)acetic acid in 0.50 ml CH2Cl2 was added 0.12 g (0.26 mmol) (S)-[1-(2-methoxy-1,1-dimethyl-2-oxoethyl)-1H-1,2,3-triazol-4-yl][4-(2,2,2-trifluoroethoxy)phenyl]methanaminium chloride, 0.05 g (0.34 mmol) HOAT, 0.07 g (0.34 mmol) EDC, and 0.14 ml (0.78 mmol) triethylamine. After 1 h at room temperature, the reaction mixture was diluted with CH2Cl2, and washed twice with water. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. Purification by preparative HPLC (5->95% CH3CN/H2O over 15 min, 0.05% added TFA, C18) afforded 0.06 g (42%) methyl 2-(4-{(S)-{[(4-tert-butylphenyl)acetyl]amino}[5-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}-1H-1,2,3-triazol-1-yl)-2-methylpropanoate. ES-MS [M+1]+=548.3.

Herkunft & Nachweise