With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.393553-57-6,6-Bromo-4-methoxy-1H-indole,as a common compound, the synthetic route is as follows.
To a solution of 6-bromo- 4-methoxy-lH-indole A.85 (2.117 g, 9.36 mmol) in DMF (46 mL) at room temperature was added Cs2CO3 (9.155 g, 28.1 mmol) followed by 4-chloropyrimidin-2-amine A.12 (1.456 g, 11.24 mmol) and the mixture was stirred at 80 0C for 21 hours. The mixture was poured into water (200 mL) and the aqueous layer was extracted with ethyl acetate (100 mL x 2). The combined organic layers were washed with brine (100 mL x 2), dried over Na2SO4, filtered, and concentrated under reduced pressure to give a brown solid. The product was purified by silica gel column chromatography using 65% ethyl acetate in hexane as eluent to give 4-(6- bromo-4-methoxy-lH-indol-l-yl)pyrimidin-2-amine A.134 (1.961 g, 65.6% yield) as an orange solid: 1H NMR (400 MHz, DMSO-d6) delta ppm 8.55 (1 H, s), 8.27 (1 H, d, J=5.9 Hz), 7.95 (1 H, d, J=4.0 Hz), 6.89 – 7.04 (4 H, m), 6.75 (1 H, d, J=3.7 Hz), 3.92 (3 H, s); Mass Spectrum (ESI) m/e = 319.0 [M+l (79Br)] and 321.0 [M+l (81Br)].
393553-57-6, 393553-57-6 6-Bromo-4-methoxy-1H-indole 24728034, aindole-building-block compound, is more and more widely used in various fields.
Reference：
Patent; AMGEN INC.; WO2009/158011; (2009); 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