Downstream synthetic route of 18372-22-0

18372-22-0, As the paragraph descriping shows that 18372-22-0 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.18372-22-0,Methyl 2-(1H-indol-3-yl)-2-oxoacetate,as a common compound, the synthetic route is as follows.

To a suspension of compound 12 (1.17 g, 5.7 mmol) and compound 6 (586.5 mg, 2.9 mmol) in THF (50 mL) was added 1.0 M KOBut in THF (11.5 mL, 11.5 mmol) under nitrogen atmosphere. After stirring at ambient temperature for 5 h, thereaction mixture was quenched with 1 N HCl (50 mL) and extracted with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, and filtered. The solvent was removed in vacuo, and the crude product waspurified by column chromatography with (2:1 hexanes/acetone) to give 13 (726.0 mg, 71%) as an orange solid: mp 254 – 256 C; 1H NMR (DMSO-d6) delta 12.02 (s, 1H), 11.19 (s, 1H), 8.04 (d, J = 3.0 Hz, 1H), 7.73 (d, J = 2.0 Hz, 1H), 7.49 (dd, J = 2.0, 8.5 Hz, 1H), 7.43 (dd, J = 3.0, 8.5 Hz, 2H), 7.09-7.06 (m, 1H), 6.76-6.73 (m, 1H), 6.40(d, J = 8.0 Hz, 1H); HRMS (EI, m/z): calcd for C18H10N2O2Cl2 ([M]+) 356.0114, found 356.0126.

18372-22-0, As the paragraph descriping shows that 18372-22-0 is playing an increasingly important role.

Reference£º
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Hutchins, Gary D.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 21; 1; (2011); p. 245 – 249;,
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