With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.117140-77-9,1H-Indole-2,5-dicarboxylic acid,as a common compound, the synthetic route is as follows.
117140-77-9, Example 34 1-Propyl-1H-indole-2,5-dicarboxylic acid 87 Sodium hydride (60% suspension, 125 mg, 5 mmol) was added to a stirred solution of 1H-indole-2,5-dicarboxylic acid (525 mg, 2 mmol) in dry DMF (10 mL) and maintained at ambient temperature for 1 hour. The reaction was cooled to 0 C. and then propyl bromide (0.275 mL, 3 mmol) was added. After 3 days the reaction was quenched by addition of 5% aqueous NH4Cl. The mixture was concentrated to dryness and then purified on a silica gel column using 5% EtOAc/toluene. The product was then dissolved in 30 mL ethanol and 10 mL of 2 M NaOH was added. The solution was heated at 55 C. for 2 days. The ethanol was removed in vacuo and the resulting aqueous solution was acidified with 0.01 M HCl to pH 3. The resulting precipitate was filtered and rinsed twice with water. The isolated product was dried by evaporation from absolute ethanol (3*) to give 340 mg (67%) of 87. 1H NMR (CDCl3): delta8.38 (s, 1H, H-4 indole), 7.87 (d, 1H, H-6 indole), 7.71 (d, 1 H, H-7 indole), 7.44 (d, 1 H, H-3 indole), 4.53 (m, 2H, Propyl), 1.7 (m, 2H, propyl), 0.81 (m, 3H, propyl) MS: 246 [M-H]
The synthetic route of 117140-77-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Dyatkina, Natalia B.; Shi, Dong-Fang; Roberts, Christopher Don; Velligan, Mark Douglas; Reinhard Liehr, Sebastian Johannes; Botyanszki, Janos; Zhang, Wentao; Khorlin, Alexander; Nelson, Peter Harold; Muchowski, Joseph Martin; US2003/212113; (2003); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles