Analyzing the synthesis route of 393553-55-4

As the paragraph descriping shows that 393553-55-4 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.393553-55-4,4-Bromo-6-methoxy-1H-indole,as a common compound, the synthetic route is as follows.

4-bromo-6- methoxy- IH- indole (177-1) (360 mg, 1.6 mmol) was dissolved in DMF and cooled to 0 C. NaH (60%, 128 mg, 3.2 mmol) was then added in portions followed by the addition of tert- butyl (2-bromoethyl)carbamate (177-2) (428 mg, 1.9 mmol). The mixture was allowed warm to r.t. and stirred for l2h, then poured into water and extracted with EA. The organic phase was separated and washed with sat. aq. NaCl, dried over Na2S04, filtered, concentrated and purified by flash chromatography to afford the title compound (380 mg yield 65%). 1 H NMR (600 MHz, Chloroform- ) d 7.26 (s, 1H), 7.00 (t, J = 2.4 Hz, 2H), 6.47 (d, J = 3.2 Hz, 1H), 4.52 (s, 1H), 4.19 (t, J = 6.0 Hz, 2H), 3.85 (s, 3H), 3.47 (q, J = 6.1 Hz, 2H), 1.43 (s, 9H). h?/, 393553-55-4

As the paragraph descriping shows that 393553-55-4 is playing an increasingly important role.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; CIERPICKI, Tomasz; GREMBECKA, Jolanta; YING, Weijiang; YAO, Yiwu; GRAY, Felicia; ZHAO, Qingjie; (0 pag.)WO2019/236957; (2019); 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