[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH2:7].[CH3:13][O:14][C:15](=[O:33])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:27]([C:28](Cl)=[O:29])=[C:26]([CH3:31])[O:25][N:24]=2)=[C:19]([Cl:32])[CH:18]=1.C(N(CC)CC)C.O>C1(C)C=CC=CC=1.CC#N>[CH3:13][O:14][C:15](=[O:33])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:27]([C:28](=[O:29])[NH:7][CH2:6][CH2:5][O:4][C:3]3[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:2]=3[Cl:1])=[C:26]([CH3:31])[O:25][N:24]=2)=[C:19]([Cl:32])[CH:18]=1A solution of 2-(2,4-Dichloro-phenoxy)-ethylamine 29 (17 mg, 0.08 mmol) in toluene (2 mL) is cooled to 0° C. A solution of intermediate 26 (0.08 mmol) and triethylamine (23 μL, 0.16 mmol) in MeCN (1 mL) is added and the solution is warmed to room temperature. After stirring at room temperature for 1 h the mixture is poured into H2O and extracted three times with EtOAc. The organic layers are combined, dried (MgSO4), filtered, and concentrated to afford crude (3-Chloro-4-{4-[2-(2,4-dichloro-phenoxy)-ethylcarbamoyl]-5-methyl-isoxazol-3-yl}-phenyl)-acetic acid methyl ester 30.
Wird geladen…