Category: 1111638-02-8

1111638-02-8, 5-Bromo-2-methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3.18 g (30.0 mmol) of sodium carbonate in 15 ml of water is added to a solution, kept under nitrogen, of 2.11 g (10.0 mmol) of 5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine and 3.54 g (17.0 mmol) of pinacolyl 1-methyl-1H-pyrazole-4-boronate in 30 ml of DMF. The mixture is heated to 80 C., 462 mg (0.40 mmol) of tetrakis(triphenylphosphine)palladium are added, and the mixture is stirred at 80 C. for 18 hours. The reaction mixture is cooled to room temperature, and 50 ml of water are added. The precipitate formed is filtered off with suction, washed with water and dried in vacuo: 2-methyl-5-(1-methylpyrazol-4-yl)-1H-pyrrolo[2,3-b]-pyridine as grey solid; HPLC/MS (A): 1.68 min, [M+H] 213., 1111638-02-8

As the paragraph descriping shows that 1111638-02-8 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GMBH; Dorsch, Dieter; Hoelzemann, Guenter; Eggenweiler, Hans-Michael; Czodrowski, Paul; US2014/323481; (2014); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1111638-02-8,5-Bromo-2-methyl-7-azaindole,as a common compound, the synthetic route is as follows.

5.1.1.4 5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethyl)-2-methyl-1H-pyrrolo[2,3-b]pyridine (22) To a solution of compound 20 (450 mg, 2.13 mmol) in DCM (10 mL) Trifluoromethanesulfonic acid (TfOH, 1.28 g, 8.53 mmol) and 1-(2,6-Dichloro-3-fluorophenyl)ethanol (1.63 g, 8.53 mmol) was added dropwise. After stirring at 25 C under N2 for 16 h, the mixture was quenched with sat. Sodium bicarbonate (NaHCO3) solution, extracted with DCM (100 mL * 3). The organic phase was washed with water (20 mL * 2), brine (20 mL * 2), dried over Na2SO4. After filtering, the organic phase was concentrated and purified by column chromatography on silica (DCM:MeOH = 200:1) to give 22 as a white solid (650 mg, 75.8% yield). 1H NMR (400 MHz, DMSO-d6) delta 11.66 (s, 1H, NH), 8.12 (s, 1H, Ar-H), 7.87 (s, 1H, Ar-H), 7.54-7.50 (dd, J = 8.9, 5.1 Hz, 1H, Ar-H), 7.39-7.34 (t, J = 8.7 Hz, 1H, Ar-H), 5.15-5.12 (q, J = 7.4 Hz, 1H, CH), 2.18 (s, 3H, CH3), 1.86-1.83 (d, J = 7.5 Hz, 3H, CH3).

1111638-02-8, The synthetic route of 1111638-02-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Na; Wang, Yanfen; Huang, Gongchao; Ji, Conghui; Fan, Wei; Li, Haitao; Cheng, Ying; Tian, Hongqi; Bioorganic Chemistry; vol. 65; (2016); p. 146 – 158;,
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