Hydrochloric Acid → N-[1-(2-oxoethyl)-1H-indazol-6-yl]-2-(4-phenoxyphenyl)acetamide

Reaktionsgleichung

C[O:2][CH:3](OC)[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH:14][C:15](=[O:30])[CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:19][CH:18]=3)[CH:12]=2)[CH:7]=[N:6]1.Cl>CC(C)=O.C(OCC)(=O)C>[O:2]=[CH:3][CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH:14][C:15](=[O:30])[CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)=[CH:19][CH:18]=3)[CH:12]=2)[CH:7]=[N:6]1

Komponenten

Versuchsvorschrift

A mixture of N-[1-(2,2-dimethoxyethyl)-1H-indazol-6-yl]-2-(4-phenoxyphenyl)acetamide (2.0 g, 4.64 mmol) and 2N aqueous HCl (6.0 mL)in acetone (40 mL) was heated to reflux for 3 hours, cooled and diluted with ethyl acetate (300 mL). The layers were separated, and the organic was dried (Na2SO4), filtered, and concentrated under reduced pressure to provide N-[1-(2-oxoethyl)-1H-indazol-6-yl]-2-(4-phenoxyphenyl)acetamide as a beige solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.55 (s, 2 H), 3.7 (m, 2 H), 7.0 (m, 4 H), 7.1 (m, 2 H), 7.3 (m, 1 H), 7.4 (m, 4 H), 8.0 (s, 1 H), 8.15 (s, 1 H), 10.4 (s, 1 H), and 12.8 (s, 1 H); MS (ESI) 384.1 (M−H)−.