Downstream synthetic route of 4382-54-1

4382-54-1 5-Methoxyindole-2-carboxylic acid 20401, aindole-building-block compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4382-54-1,5-Methoxyindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 5-methoxyindole-2-carboxylic acid 1 (20 g, 104.61 mmol) and sulfuric acid (16 mL) in EtOH (160 mL) was refluxed for 10 h. The reaction mixture was evaporated, neutralized to pH 7 with 2 N-NaOH and extracted with ethyl acetate. The organic layer was dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography using solvent CH2Cl2 and isolated by ether to give 5-methoxyindole-2-carboxylic acid ethyl ester (22.8 g, 99percent). Mp 157 ¡ãC; IR (ATR) vmax=3325, 1676 cm-1; Rf 0.39 (n-Hexane/EtOAc, 4:1); 1H NMR (300 MHz, CDCl3) delta 8.81 (br s, 1H), 7.31 (d, J=8.9 Hz, 1H), 7.16-7.05 (m, 2H), 7.00 (dd, J=9.0, 2.1 Hz), 4.40 (q, J=7.1 Hz, 2H), 3.85 (s, 3H), 1.41 (t, J=7.1 Hz, 3H). 13C NMR (75 MHz, CDCl3); delta 162.0, 154.7, 132.3, 127.9, 127.8, 116.7, 112.8, 108.2, 102.5, 60.9, 55.7, 14.4.

4382-54-1 5-Methoxyindole-2-carboxylic acid 20401, aindole-building-block compound, is more and more widely used in various.

Reference£º
Article; Pagire, Haushabhau S.; Chun, Hang-Suk; Bae, Myung Ae; Ahn, Jin Hee; Tetrahedron; vol. 69; 14; (2013); p. 3039 – 3044;,
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