B-[3-(2-Methylpropoxy)phenyl]boronic acid → 1-[2-(3-Isobutoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one
Reaktionsgleichung
Br[C:2]1[N:3]=[C:4]2[C:10]([C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[CH2:17]([O:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1)[CH:18]([CH3:20])[CH3:19]>CCOC(C)=O>[CH2:17]([O:21][C:22]1[CH:27]=[C:26]([C:2]2[N:3]=[C:4]3[C:10]([C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:9][NH:8][C:5]3=[N:6][CH:7]=2)[CH:25]=[CH:24][CH:23]=1)[CH:18]([CH3:20])[CH3:19]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
1-[2-(3-Isobutoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one was prepared starting from 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one and 3-Isobutoxyphenylboronic acid following general procedures as described in these Examples. Silica gel chromatography using 30-100% EtOAc in hexanes as eluant provided 170 mg (94%) of a pale yellow solid. MP 177-178° C., M+H=351.