2591-98-2, As the paragraph descriping shows that 2591-98-2 is playing an increasingly important role.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2591-98-2,2-(1H-Indol-3-yl)acetaldehyde,as a common compound, the synthetic route is as follows.
At O0C under argon, lithium aluminum hydride (14 mg, 0.00036 mol) was added to a solution of intermediate 7 (74 mg, 0.00036 mol) in THF (1 ml). The mixture was stirred at 0C for 1 hour, quenched with a 5% solution of potassium hydrogen sulfate, and extracted twice with EtOAc. The organic layer was separated, washed with brine, dried (MgSO4), filtered, and the solvent was evaporated, to give the indole-3-yl acetaldehyde as an orange oil. A mixture of intermediate 9 (200 mg, 0.00074 mol) and sodium cyanoborohydride (64 mg, 0.0010 mol) in MeOH (2.3 ml) and acetic acid (2 drops) was added dropwise to a solution of the previous aldehyde (236 mg, 0.0015 mol) in MeOH (2 ml). The reaction mixture was stirred at room temperature for 16 hours. The reaction was quenched with water, made alkaline with a saturated solution of sodium hydrogen carbonate and extracted 3 times with EtOAc. The organic layer was separated, washed with brine, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (40-63 mum) (eluent: EtOAc/MeOH 100/0 to 90/10). The pure fractions were collected and the solvent was evaporated, yielding 190 mg (44 %) of compound 3 as an orange foam.1H NMR (300 MHz, CDCl3) delta 8.42 (d, IH, J=5.7), 8.08 (brs, IH), 7.79 (d, IH, J=2.4), 7.63 (d, IH, J=7.8), 7.40 (d, IH, J=8.1), 7.25-7.07 (m, 5H), 6.59 (s, IH), 6.48 (dd, IH, J=8.7. J=2.1), 4.00 (m, 5H), 3.48 (t, 2H, J=6.8), 3.12 (m, 4H). MS (ES+) w/z 413 (M+l).
2591-98-2, As the paragraph descriping shows that 2591-98-2 is playing an increasingly important role.
Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/107545; (2007); 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