1477-49-2, 3-Indoleglyoxylic Acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1477-49-2
11.2 Hydrochloride of 3-[(R)-(1-aza-bicyclo[2.2.2]oct-3-yl)amino]-6-(1H-indol-3-yl)-4H-1,2,4-triazin-5-one A solution of 0.55 g of (1H-indol-3-yl)-oxo-acetic acid and 1.22 g of (R)-N-(1-aza-bicyclo[2.2.2]oct-3-yl)-hydrazinecarboximidamide hydroiodide, prepared in stage 11.1, in 3 cm3 of water is placed in a reactor. After sealing the tube, the mixture is submitted to discontinuous microwave irradiation for 20 min so that the temperature of the mixture is maintained at 140 C. Then cool the reaction mixture to a temperature close to 20 C., add methanol and evaporate to dryness under reduced pressure (2.7 kPa) to give a residue which is purified by flash chromatography on silica under argon pressure (50 kPa) [eluent: dichloromethane/methanol/ammonia 32% (75/22/3 by volume)]. After concentrating the fractions under reduced pressure (2.7 kPa), we get a residue which is washed successively with dichloromethane and ethyl ether, then dried under reduced pressure (2.7 kPa). The solid obtained is treated on a BOND ELUT VARIAN cartridge containing 2 g of SCX phase conditioned beforehand with methanol (eluent: methanol, then 2N ammoniacal methanol) and the appropriate fractions are evaporated under reduced pressure (2.7 kPa) to give a residue which is dissolved in ethanol and a 1N solution of hydrochloric acid in ethyl ether is added. The precipitate that forms is collected by filtration, washed with ethyl ether and dried under reduced pressure (2.7 kPa). We get 60 mg of hydrochloride of 3-[(R)-(1-aza-bicyclo[2.2.2]oct-3-yl)amino]-6-(1H-indol-3-yl)-4H-1,2,4-triazin-5-one in the form of an orange-colored solid. Mass spectrum (ES): m/z=337 (MH+). 1H-NMR spectrum (400 MHz)-delta in ppm-in DMSO-d6 referenced to 2.50 ppm: 1.79 (m, 1H); 1.92 (m, 2H); 2.10 (m, 1H); 2.22 (m, 1H); 3.11 (m, 1H); from 3.17 to 3.32 (m, 4H); from 3.60 to 3.90 (m partially masked, 1H); 4.22 (m, 1H); 7.11 (t, J=8.0 Hz, 1H); 7.18 (t, J=8.0 Hz, 1H); 7.46 (d, J=8.0 Hz, 1H); 7.90 (d broad, J=6.0 Hz, 1H); 8.30 (d, J=8.0 Hz, 1H); 8.60 (d, J=2.0 Hz, 1H); 9.92 (s broad, 1H); 11.5 (s broad, 1H); from 12.2 to 12.5 (m spread-out, 1H).
The synthetic route of 1477-49-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; AVENTIS PHARMA S.A.; US2008/96891; (2008); 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