With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1000343-13-4,5-Bromo-6-methyl-1H-indole,as a common compound, the synthetic route is as follows.
5-Bromo-1,6-dimethyl-1H-indole (FJG. 2, compound 2) was synthesized as follows. A flame-dried round-bottom flask was charged with compound 14 (5.41 g, 25.8 mmol, 1.0 eq., FJG. 2) and anhydrous THF (50 mL). The solution was cooled in an ice-bath and treated with NaH as a 60%dispersion in mineral oil (1.24 g, 30.9 mmol, 1.2 eq.) and methyl iodide (3.2 mL, 51.5 mmol, 2.0 eq.). After stirring at 0 C for 2 hrs, the volatiles were removed under reduced pressure. The residue was dissolved with CH2C12 (100 mL) and washed with brine (50 mL). The organic fraction was (Na2SO4), filtered and concentrated to afford the crude product which was purified via flash chromatography on a silica column (7:193 v/v EtOAc:Hexanes) to afford the title compound as a yellow solid (4.56 g, 20.3 mmol, 79.1% yield). ?H NMR (500 MHz, Acetone-d6) 10.27 (bs, NH), 7.82 (s, 1H), 7.41 (s, 1H), 7.31 (dd, J= 3.2, 2.4 Hz, 1H), 6.45 (td, J= 2.1, 1.0 Hz, 1H), 2.48 (d, J= 0.8 Hz, 3H). ?3C NMR (125 MHz, Acetone-d6) 136.1, 129.7, 128.5, 126.0, 123.5, 115.6, 113.2, 101.1, 23.1. m.p. = 90-91 C. JR (neat):33143118, 3095, 1467, 1338 1753, 1705, 1614, 1507, 1468, 1270, 993, 881, 842, 730, 693, 606 cm?. HR-MS calculated for C,0H,0BrN [M+H] m/z 224.0075, found 224.0079., 1000343-13-4
The synthetic route of 1000343-13-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; CHANG, Christopher J.; BREWER, Thomas Francis; CHAN, Jefferson; (109 pag.)WO2017/34927; (2017); A1;,
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