Reference of 3484-35-3,Some common heterocyclic compound, 3484-35-3, name is 5-Methylindolin-2-one, molecular formula is C9H9NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 23 Synthesis of 2-methyl-7-[1,2-dihydro-5-methyl-2-oxo-3H-indol-(Z)-3-ylidene]-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (IV-4) Similar procedure as Example 20, 5-methylindolin-2-one 0.41 g (2.8 mmol) and 2-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (S4) 0.5 g (2.6 mmol) were reacted for 13 hours at 80 to 90 C., and 0.39 g (46%) of the titled compound as a yellow solid was obtained. 1H-NMR(500 MHz, DMSO-d6) delta 14.66(s, 1H, -NH-1), 12.03(s, 1H, -COOH), 10.82(s, 1H, -NH-1′), 7.46(s, 1H, H-4′), 6.96(d, 1H, J=7.70 Hz, H-6′), 6.80(d, 1H, J=7.75 Hz, H-7′), 3.10(t, 2H, -CH2-4), 2.93(t, 2H, -CH2-6), 2.53(s, 3H, -CH3-2), 2.32(s, 3H, -CH3-5′), 1.95(m, 2H, -CH2-5); ESI-MS: 323.2 [M+H]+; 321.1 [M-H]-.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methylindolin-2-one, its application will become more common.
Reference:
Patent; JIANGSU SIMCERE PHARMACEUTICAL R&D CO., LTD.; US2010/160318; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem