With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5192-03-0,1H-Indol-5-amine,as a common compound, the synthetic route is as follows.
Example 16 (1-{4-[3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido]-2-fluorophenyl}-1H-indol-5-yl)carbamic acid tert-butyl ester (Table 1, Compound No. 16) Step A Preparation of (1H-indole-5-yl)carbamic acid tert-Butyl ester [Show Image] In 100 mL of methanol, 2.64 g (20 mmol) of 5-aminoindole was dissolved, and 4.15 mL (30 mmol) of triethylamine and 5.23 g (24 mmol) of Boc2O were added thereto and the mixture solution was stirred at room temperature for six hours. The reaction solution was concentrated under reduced pressure, and the residue was partitioned with ethyl acetate (200 mL) and water (100 mL), and the organic layer was washed with a saturated sodium chloride solution. The organic layer was dried and then concentrated under reduced pressure, and the residue was partitioned between ethyl acetate (200 mL) and water (100 mL) and the organic layer was washed with a saturated sodium chloride solution. The organic layer was dried and then concentrated under reduced pressure, and the residue was purified by a silica gel column (Wako Gel C200: 300 g, n-hexane:ethyl acetate=4:1) to obtain 4.38 g (94%) of (1H-indol-5-yl)carbamic acid tert-butyl ester as a white solid. 1H-NMR (270 MHz, CDCl3) delta (ppm): 1.43(9H,s), 6.38 (1H, br.s), 6.29-6.33 (1H, m), 7.04 (1H, dd, J=2.3, 8.9 Hz), 7.19 (1H, s), 7.23 (1H, d, J=8.9 Hz), 7.61 (1H, br.s), 5192-03-0
5192-03-0 1H-Indol-5-amine 78867, aindole-building-block compound, is more and more widely used in various fields.
Reference：
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1724258; (2006); 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