Tag: 4382-54-1

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

4382-54-1, 5-Methoxyindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(178-1) Under nitrogen atmosphere, to a solution of 5-methoxyindole-2-carboxylic acid (1.00 g) in Et2O (40 mL) was added LiAlH4 (280 mg) at 0 C., and the mixture was stirred under reflux for 3 hours. The mixture was treated with ethyl acetate, diluted with an aqueous hydrochloric acid solution, and extracted with ethyl acetate. The mixture was concentrated to give a crude alcohol compound (840 mg, 91%), which was dissolved in THF (10 mL), and stirred with MnO2 (4.20 g) at room temperature for 5 hours. The mixture was filtered on celite, and the filtrate was concentrated, and the residue was purified by silica gel column chromatography to give 5-methoxyindole-2-carbaldehyde (300 mg, 36%). 1H NMR (CDCl3, 400 MHz) delta 9.80 (s, 1H), 8.90 (brs, 1H), 7.34 (brd, 1H, J=8.9 Hz), 7.19 (dd, 1H, J=2.1 and 0.8 Hz), 7.11 (brs, 1H), 7.08 (dd, 1H, J=8.9 and 2.1 Hz), 3.86 (s, 3H).

As the paragraph descriping shows that 4382-54-1 is playing an increasingly important role.

Reference£º
Patent; Tokunaga, Teruhisa; Hume, William Ewan; Kitoh, Makoto; Nagata, Ryu; US2003/181496; (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