Category: 875-30-9

875-30-9, 1,3-Dimethyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under argon atmosphere,To a dry Schlenk tube were added sequentially tetrabutylammonium borofluoride copper (0.0025 mmol)(R) -XylBINAP (0.0015 mmol)And dry m-xylene (0.25 mL),After stirring at room temperature for 20 minutes, 1,3-dimethylindole (0.05 mmol dissolved in 0.25 mL of dry m-xylene)And 2- (4-tert-butylphenyl) -N-p-toluenesulfonylimidazine (0.11 mmol),After completion of the reaction was stirred at 15 C for 12 hours (TLC monitoring).The reaction was quenched by the addition of saturated aqueous sodium bicarbonate (5 mL), extracted with ethyl acetate (5 mL x 3), dried over anhydrous magnesium sulfate and the solvent removed under reduced pressure to give the crude product which was analyzed by 1H NMR for its diastereomer The proportion of dr> 20: 1, a mixed solvent of petroleum ether: ethyl acetate = 20: 1 (containing 0.5v% triethylamine) as developing solvent,The product was isolated by column chromatography (23.3 mg, yield: 98%, e.r. = 98.5: 1.5).

875-30-9, The synthetic route of 875-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Anhui Normal University; Chai Zhuo; Zhu Youmin; Wang Shaowu; Yang Peijun; Yang Gaosheng; (18 pag.)CN104804004; (2017); B;,
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.875-30-9,1,3-Dimethyl-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of N-methylindoles (1.0mmol), sodium aryl sulfonates (0.5mmol), catalyst I2 (0.75mmol) and tert-Butyl hydroperoxide (1.5mmol) in methanol (2mL) were added. The reaction mixture was stirred at 80C for 12h. Then the reaction mixture was cooled to room temperature, diluted with brine (15mL) and extracted with EtOAc (3¡Á25mL). The organic layer dried over anhydrous MgSO4 and concentrated in vacuo. The residue was further purified by column chromatography on silica gel (Petroleum ether/EtOAc=5:1) to afford the compounds 6a, 7a-b, 8a-h, 9a-k, 10a-d with yield of 9%-95%.

875-30-9, The synthetic route of 875-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Xia, Qinqin; Bao, Xiaodong; Sun, Chuchu; Wu, Di; Rong, Xiaona; Liu, Zhiguo; Gu, Yugui; Zhou, Jianmin; Liang, Guang; European Journal of Medicinal Chemistry; vol. 160; (2018); p. 120 – 132;,
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

875-30-9, 1,3-Dimethyl-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) 1,3-Dimethyl-1H-indole-2-carboxaldehyde To a stirred solution of phosphorus oxychloride (7.0 mL, 75 mmole) in DMF (25 mL) was added dropwise a solution of 1,3-dimethylindole (12.0 g, 83 mmole) in dry DMF (6.0 mL). The reaction was stirred at RT for 2 hr then was poured onto ice. The mixture was basified with a solution of NaOH (13.2 g, 330 mmole) in H2O (44 mL), then was extracted with Et2O (2x 50 mL). The combined organic layers were washed with brine, dried (MgSO4), and concentrated under vacuum. Flash chromatography on silica gel (10% ethyl acetate/hexanes) gave the title compound (13.03 g, 91 %) as an off-white solid: LCMS (ES) m/e 174.2 (M + H)+; 1H NMR (400 MHz, CDCl3) delta 10.16 (s, 1 H), 7.68 (d, J = 8.1 Hz, 1 H), 7.42 (t, 1 H), 7.32 (d, J = 8.5 Hz, 1 H), 7.15 (t, 1 H), 4.04 (s, 3 H), 2.63 (s, 3 H)., 875-30-9

The synthetic route of 875-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (2004); B1;,
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