Category: 103858-52-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103858-52-2,Ethyl 4-bromo-1H-indole-2-carboxylate,as a common compound, the synthetic route is as follows.

Ethyl 4-bromo-1H-indole-2-carboxylate 9 (268.11 mg, 1.00 mmol, 1.0 eq), (2-ethylphenyl)boronic acid (224.97 mg, 1.50 mmol, 1.5 eq), Pd(PPh3)4 (57.79 mg, 0.05 mmol, 0.05 eq) and Na2CO3 (211.98 mg, 2.00 mmol, 2.0 eq) were dissolved in 15 mL of toluene, EtOH and H2O (10:3:2, v/v/v). The reaction mixture was purged with N2 and heated to reflux overnight. The reaction mixture was then filtered through Celite, washed with 20 mL H2O, dried with MgSO4, and purified by column chromatography (EtOAc:Heptane = 1:10, v/v) to afford ethyl 4-(2-ethylphenyl)-1H-indole-2-carboxylate 15. Yield: 92.9%. 1H NMR (400 MHz, Methanol-d4) delta 7.35 (d, J = 8.3 Hz, 1H), 7.29 – 7.18 (m, 3H), 7.17 – 7.07 (m, 2H), 6.84 (d, J = 6.8 Hz, 1H), 6.63 (s, 1H), 4.24 (q, J = 7.1 Hz, 2H), 2.39 (s, 2H), 1.26 (t, J = 7.1 Hz, 3H), 0.86 (t, J = 7.5 Hz, 3H).13C NMR (151 MHz, Methanol-d4) delta 162.0, 142.0, 139.5, 137.5, 135.8, 129.7, 128.2, 127.4, 127.3, 127.0, 125.0, 124.3, 120.4, 110.7, 107.2, 60.4, 26.0, 14.8, 13.2., 103858-52-2

Big data shows that 103858-52-2 is playing an increasingly important role.

Reference£º
Article; Clausen, Rasmus P.; Hansen, Kasper B.; Rouzbeh, Nirvan; Zhao, Fabao; Tetrahedron Letters; (2020);,
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

103858-52-2, Ethyl 4-bromo-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a degassed solution of compound 33 (1.00 g, 3.94 mmol) and tributyl-(1 -ethoxyvinyl)stannane (1.58 g, 4.37 mmol) in DMF (25 mL) under argon was addedbis(triphenylphosphine)palladium(II) dichlonde (0.100 g, 0.142 mmol). The reaction mixture was stirred at room temperature until TLC revealed completion of the reaction (approx. 7 days). The mixture was concentrated under reduced pressure and the residue partitioned between ethyl acetate and water. The organic layer was filtered through a plug of silica gel, dried over MgSO4,and concentrated under reduced pressure. The resulting black oil was dissolved in methanol (100 mL), treated with 5N hydrochloric acid (100 mL), and stirred at room temperature overnight. The mixture was concentrated and the residue dissolved in ethyl acetate. The solution was washed with water, dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to give 0.500 g (2.30 mmol, 58%) ofcompound 66.

The synthetic route of 103858-52-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (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