With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1204-06-4,3-Indoleacrylic Acid,as a common compound, the synthetic route is as follows.
General procedure: To a solution of the acid derivative (1mmol) in CH2Cl2 were added triethylamine (2mmol) and ethyl chloroformate (1mmol), followed by stirring at 0C for 30min. After addition of the appropriate amine derivative (1.2mmol), the mixture was stirred for an additional 1h at 0C. Then, the reaction mixture was warmed to room temperature and stirred overnight. After the solvent was evaporated under reduced pressure, acetone was added, filtered, and evaporated. The residue was dissolved in CH2Cl2, and the organic phase was washed with a 1% NaHCO3 solution and brine, dried over Na2SO4, and evaporated under vacuum. The final residue was purified by flash column chromatography (Combiflash Rf) using CH2Cl2-MeOH (0-5%) as eluents. 4.3.9 (E)-N-(2,4-Dimethoxybenzyl)-3-(1H-indol-3-yl)acrylamide 3i Yield 48%, mp 164-166 C; IR (FTIR/FTNIR-ATR): 1644 cm-1 (C=O), 3241 cm-1 (N-H). 1H NMR (DMSO-d6) delta: 11.54 (1H, s), 8.07 (1H, t, J = 6 Hz), 7.92 (1H, d, J = 8 Hz), 7.74 (1H, s), 7.61 (1H, d, J = 15.6 Hz), 7.45 (1H, d, J = 7.6 Hz), 7.18 (3H, m), 6.71 (1H, d, J = 16 Hz), 6.57 (1H, s), 6.50 (1H, d, J = 8 Hz), 4.28 (2H, d, J = 5.6 Hz), 3.81 (3H, s), 3.74 (3H, s). 13C NMR (DMSO-d6) delta: 166.9, 160.4, 158.4, 138.0, 133.6, 131.0, 129.8, 125.5, 122.8, 120.9, 120.7, 119.8, 116.9, 112.9, 112.8, 104.9, 98.8, 56.0, 55.8, 37.7; HRMS C20H21N2O3 [M+H]+ Calcd 337.1552, Found m/z 337.1539., 1204-06-4
As the paragraph descriping shows that 1204-06-4 is playing an increasingly important role.
Reference£º
Article; Baytas, Sultan Nacak; Inceler, Nazan; Yilmaz, Akin; Olgac, Abdurrahman; Menevse, Sevda; Banoglu, Erden; Hamel, Ernest; Bortolozzi, Roberta; Viola, Giampietro; Bioorganic and Medicinal Chemistry; vol. 22; 12; (2014); p. 3096 – 3104;,
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