Downstream synthetic route of 37865-86-4

As the paragraph descriping shows that 37865-86-4 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.37865-86-4,6-Ethoxy-1H-indole,as a common compound, the synthetic route is as follows.

(b) Methyl 2-(6-Ethoxy-1H-indol -3-yl)oxoacetate A 2.0 M solution of oxalyl chloride in methylene chloride (6.65 mL, 13.3 mmol) was added to a solution of 6-ethoxyindole (2.0 g, 12.4 mmol) in ether (25 mL) dropwise over 10 min at 4 C. under N2. The resulting mixture was stirred for 1 h at 4 C. A 25% (w/w) sodium methoxide in methanol solution (6.2 mL, 28.5 mmol) was added at -78 C. The mixture was allowed to warm up to room temperature and stirred for 4 h. The reaction was quenched with water (50 mL) and extracted with methylene chloride. The organic solution was dried (MgSO4) and concentrated at reduced pressure. The residue was stirred in a solution of EtOAc (50 mL) and ether (50 mL) for 10 min. Solid was collected by filtration to give the title compound (2.2 g, 73%) after drying. 1H NR (CDCl3) delta 8.20 (s, 1H), 7.90 (d, J=9 Hz, 1H), 6.92 (s, 1H), 6.82 (d, J=9 Hz, 1H), 4.00 (q, J=6.5 Hz, 2H), 3.78 (s, 3H), 1.30 (t, J=6.5 Hz, 3H), 37865-86-4

As the paragraph descriping shows that 37865-86-4 is playing an increasingly important role.

Reference£º
Patent; Engler, Thomas Albert; Furness, Kelly Wayne; Malhotra, Sushant; Briggs, Stephen Lyle; Brooks, Harold Burns; Clawson, David Keyes; Sanchez-Martinez, Concepcion; Zhang, Faming; Zhu, Guoxin; US2004/48915; (2004); 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