ChemInform Abstract: ZUR KENNTNIS EINIGER 2‐AMINOMETHYLIERTER KERNSUBSTITUIERTER INDANONE‐(1)

Abstract

Mehrere Homologe arylsubstituierter Indanone 1) werden durch Mannich‐Kondensation in die entsprechenden β‐Aminoketone (I) übergeführt.

Novel Agonists of 5HT2C Receptors. Synthesis and Biological Evaluation of Substituted 2-(Indol-1-yl)-1-methylethylamines and 2-(Indeno[1,2-b]pyrrol-1-yl)-1-methylethylamines. Improved Therapeutics for Obsessive Compulsive Disorder

“…The solvents were evaporated, and the residue was purified by column chromatography on silica gel (hexane/ethyl acetate, 6:1) to give 10i (12.7 g, 51%) as a yellow oil: 1 H NMR (CDCl3) δ 1.18 (s, 3 H), 1.45 (s, 3 H), 1.69 (d, J ) 2 Hz, 3 H), 2.18 (m, 1 H), 2.39 (s, 3 H), 2.43 (m, 1 H), 2.69 (m, 1 H), 5.58 (m, 2 H), 7.41 (m, 2 H), 7.50 (s, 1 H); MS (EI) m/z 228 (M + ), 213 (M + -Me), 173 (100), 159, 115, 55. Compounds 10a-h and 10j-k were prepared in the same way from 4-methoxyindan-1-one (9a), 15 5-methoxyindan-1-one (9b), 6-methoxyindan-1-one (9c), 7-methoxyindan-1-one (9d), 16 6-fluoroindan-1-one (9e), 17 6-chloroindan-1-one (9f), 16 6-bromoindan-1-one (9g), 17,18 6-methylindan-1-one (9h), 19 6-fluoro-3,3-dimethylindan-1-one (9j), [12][13][14]17 and 6-methoxy-3,3-dimethylindan-1-one (9k), [12][13][14][15] respectively. Preparation of (R,S)-2-(2-Oxoethyl)-3,3,6-trimethyl-1indanone (11i) (Standard Procedure E).…”

“…Compounds 10a − h and 10j − k were prepared in the same way from 4-methoxyindan-1-one ( 9a ), 5-methoxyindan-1-one ( 9b ), 6-methoxyindan-1-one ( 9c ), 7-methoxyindan-1-one ( 9d ), 6-fluoroindan-1-one ( 9e ), 6-chloroindan-1-one ( 9f ), 6-bromoindan-1-one ( 9g ), , 6-methylindan-1-one ( 9h ), 6-fluoro-3,3-dimethylindan-1-one ( 9j ), − , and 6-methoxy-3,3-dimethylindan-1-one ( 9k ), − respectively.…”