6245-89-2, (1H-Indol-3-yl)-1-propanamine is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
6245-89-2, Ketone (Ket-10, 435 mg, 2 mmol) and 3-(1H-indol-3-yl)propan-1-amine (Ind-15, 348 mg, 2 mmol) were dissolved in DCE (20 ml). A rapid addition of methanesulfonic acid (4 ml) then took place. The mixture was stirred at RT for 1 h. The clear red reaction mixture was diluted with H2O (10 ml) and adjusted to pH 11 with 2N NaOH. After separation of the phases, the aqueous phase was extracted with DCE (3*20 ml). The organic extracts were combined and dried over Na2SO4 and the solvent was removed on a rotary evaporator. The residue was purified by means of column chromatography (MeOH) and the free base of the desired product was obtained as a yellow solid (400 mg, 54percent) For preparation of the citrate, the olefin just obtained (380 mg, 1.02 mmol) was dissolved in hot EtOH (10 ml) and a hot solution of citric acid (196 mg, 1.02 mmol) in EtOH (2 ml) was added. The mixture was then kept at 5¡ã C. for 16 h. Ethanol was removed on a rotary evaporator and the desired citrate (Ex. 4) was obtained as a yellow solid (576 mg, 100percent, m.p.: 150-155¡ã C. 1H NMR (400 MHz, DMSO-d6) delta ppm: 1.33 (s, broad, 2H), 1.43-1.57 (m, 2H), 1.65-1.82 (m, 2H), 1.99-2.17 (m, 8H), 2.37-2.47 (m, 1H), 2.47-2.54 (m, 3H), 2.54-2.68 (m, 3H), 2.68-2.79 (m, 1H), 6.11-6.19 (m, 1H), 6.85-7.02 (m, 1H), 7.16-7.25 (m, 2H), 7.25-7.35 (m, 2H), 7.37-7.43 (m, 1H),), 7.43-7.52 (m, 2H), 10.52 (s, 1H) 13C NMR (101 MHz, DMSO-d6) delta ppm: 21.8, 26.6, 27.0, 32.7, 35.2, 38.5, 41.74, 60.1, 110.4, 110.8, 117.8 117.9, 120.5, 124.6, 126.0, 126.8, 127.2, 128.3, 129.7, 134.8, 134.9, 142.5
As the paragraph descriping shows that 6245-89-2 is playing an increasingly important role.
Reference£º
Patent; GRUNENTHAL GmbH; US2010/9986; (2010); 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