1075-34-9 | - Indole Building Blocks

1075-34-9, 5-Bromo-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-bromo-2-methyl-1H-indole (0.5 g, 2.38 mmol) was dissolved in anhydrous toluene (50 mL) and Pd(PPh3)4 (0.12 g, 0.11 mmol) was added. The resulting solution was allowed to stir for 30 min under nitrogen flow. 3-Thiopheneboronic acid (0.45 g, 3.57 mmol) was dissolved in 15 mL absolute ethanol and added to the reaction, followed by saturated 25 mL aqueous NaHCO3. The reaction mixture was heated to reflux overnight. The solvent was evaporated and the residue was dissolved in water and ethyl acetate. The organic portion was dried (MgSO4) and the solvent was removed under reduced pressure. The residue was purified by flash chromatography on silica gel (isooctane/ethyl acetate, gradient) to give the title compound in 84% yield (0.42 g, 1.96 mmol). MS m/z (relative intensity, 70 eV) 213 (M+, bp), 212 (73),167 (9),139 (4),106(8). 1H NMR (CDCl3, 300 MHz) delta: 2.38 (s, 3H), 6.21 (s, 1H), 7.22 (d,J = 8.23 Hz, 1H), 7.35 (dd, J = 6.30, 0.76, 2H), 7.38-7.46 (m, 1H), 7.72(s, 2H). 13C NMR (CDCl3, 75 MHz) delta: 13.65, 100.70, 110.38, 117.47,118.53, 120.18, 125.61, 126.79, 127.96, 129.52, 135.45, 135.77, 143.81.

1075-34-9, The synthetic route of 1075-34-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mattsson, Cecilia; Svensson, Peder; Boettcher, Henning; Sonesson, Clas; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 578 – 588;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-34-9,5-Bromo-2-methylindole,as a common compound, the synthetic route is as follows.

General procedure: 2-Methyl-1H-indole derivatives (0.5-6 mmol, 1 equiv) were stirred at 80 C in acetic acid (2 mL/1 mmol), 4-piperidone hydrochloride hydrate (1.5-18 mmol, 3 equiv) and 1 M phosphoric acid (1 mL/1 mmol) were added. After 1-2 h, the mixture was poured into ice/ammonia, and extracted with ethyl acetate (3 x 25 mL). The combined organic layers were washed with water and brine, dried, and evaporated in vacuo to give the title compounds. The crude products were purified by silica gel column chromatography (ethylacetate-methanol, gradient) and most of them were converted to the corresponding salts by dissolving the free base in methanol or ethanol and adding one equivalent of oxalic acid or ethanolic HCl solution. The solvent was removed and azeotroped with absolute ethanol in vacuo followed by recrystallization from appropriate solvents.

1075-34-9 5-Bromo-2-methylindole 5003968, aindole-building-block compound, is more and more widely used in various.

Tag: 1075-34-9

Analyzing the synthesis route of 1075-34-9

Simple exploration of 1075-34-9