Category: 885519-01-7

885519-01-7, 6-Bromo-4-chloro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

under nitrogen gas, 6-bromo-5-chloro-1H-indole (8.40g, 36.4mmol) in THF/H2O (80 ml/20 ml), 2-Nitrophenylboronic acid (6.08g, 36.4mmol), and K2CO3(15.1g, 0.109mol), Pd (PPh3)4(2.11g, 1.82mmol) , were added , in 85 C stirred 4 hours. Furthermore, after cooled to room temperature, was of concentrating the THF. After, ethyl which has organic layer which is then subjected to reverse phase, MgSO4in organic layer to the second interlayer, filters the concentrated within column chromatography for purifying the 4-chloro-6 – (2-nitrophenyl) – 1H-indole (8.44g, yield: 85%) is obtained., 885519-01-7

As the paragraph descriping shows that 885519-01-7 is playing an increasingly important role.

Reference：
Patent; Doosan Corporation; Kim, Dae Hyong; Kim, Hoe Moon; Lee, Yong – Hwan; Pek, Young Mi; Park, Hoo Chol; Lee, Chang Joon; Sin, Jin Yong; (81 pag.)KR101601357; (2016); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885519-01-7,6-Bromo-4-chloro-1H-indole,as a common compound, the synthetic route is as follows.

885519-01-7, To a solution of 6-bromo-4-chloro-lH-indole (1 g, 4.34 mmol) in N,N-dimethylformamide (10 ml) and cooled to 0C was added sodium hydride (0.208 g, 5.21 mmol) and the reaction mixture was stirred at 0C during 1 hour. Benzenesulfonyl chloride (0.668 ml, 5.21 mmol) was added and rhe reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with a saturated NH4CI solution and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluting with 5-40% ethyl acetate in cyclohexane) to give 6- bromo-4-chloro-l-(phenylsulfonyl)-lH-indole (1.57 g, 98%) as a beige solid. LC/MS (Method i) Rt = 2.71 min.; no ionisation NMR (DMSO-d6, 300MHz): delta 8.05 (m, 4H), 7.75 (m, 1H), 7.65 (m, 3H), 6.90 (dd, J=3.8, 0.8 Hz, 1H)

The synthetic route of 885519-01-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; ARGIRIADI, Maria A.; BREINLINGER, Eric; CUSACK, Kevin P.; HOBSON, Adrian, D.; POTIN, Dominique; BARTH, Martine; AMAUDRUT, Jerome; POUPARDIN, Olivia; MOUNIER, Laurent; KORT, Michael, E.; (392 pag.)WO2016/198908; (2016); 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

885519-01-7, 6-Bromo-4-chloro-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885519-01-7, [00611] To a solution of 6-bromo-4-chloro-1H-indole (200mg, 0.868 mmol) in 5 mL of DMF was added NaH (45.8 lmg, 1.91mmol) at 0 C and the mixture was stirred at 0 C for 1 h. SEMC1 (0.2 mL, 0.561mmol) was added dropwise slowly at 0 C and stirred at rt for 12 h. The reaction mixture was added dropwise slowly to a cold saturated aqueous NaHC03 solution at 0 C. The mixture was extracted with EtOAc (20 mL><2), and the organic layers were washed with water, brine, dried and concentrated. The crude was purified by SGC ( PE/EtOAc=100: l) to give 6-bromo-4-chloro-1H-indole (260mg, 83%) as a yellow oil. MS (EI+, m/z): 361 [M]+. 885519-01-7 6-Bromo-4-chloro-1H-indole 24728099, aindole-building-block compound, is more and more widely used in various fields. Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; MAHONEY, Sarah; MOLZ, Lisa; NARAYAN, Sridhar; SAIAH, Eddine; (516 pag.)WO2018/191146; (2018); 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.885519-01-7,6-Bromo-4-chloro-1H-indole,as a common compound, the synthetic route is as follows.

885519-01-7, To a solution of 6-bromo-4-chloro-1H-indole (500 mg, 2.17 mmol), 1-methyl-4-(4,4,5,5-tetramcthyl-I ,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.54 g, 2.60 mmol) and Na2CO3 (0.69 g,6.51 minol) in DME/T-120 (10 mL, 4: 1) was added bis(triphenylphosphine)palladium(II) dichloride (140 mg, 0.22 mmol). The mixture was heated to 120 C for 12 h under a nitrogen the mixture was extracted with EtOAc (10 mL x3). The combined organic layers werewashed with sat. aq. NaHCO3 (10 mL x 3), dried over anhydrous Na2SO4 and concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether EtOAc= 3: 1) to give the title compound (0.38 g, 76%) as a light yellow solid.

885519-01-7 6-Bromo-4-chloro-1H-indole 24728099, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); 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