Tag: 10406-06-1

10406-06-1, 5-Bromo-1H-indole-3-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 60% NaH (0.91 g, 22.8 mmol) was added in portions to a solution of 1b-h (11.2 mmol) in dry DMF (35 mL) at 0-5 C. After addition, the mixture was stirred for 30 min. Iodomethane (33.6 mmol) was then added at 0-5 C and stirred for 2 h at room temperature. The mixture was then poured into H2O (120 mL) and the resulting solution was extracted with ethyl acetate (50 mL ¡Á 3). The organic phase was combined and washed with brine (150 mL ¡Á 3), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by flash column chromatography on silica gel to afford 2b-h., 10406-06-1

10406-06-1 5-Bromo-1H-indole-3-carboxylic acid 7018243, aindole-building-block compound, is more and more widely used in various.

Reference£º
Article; Hu, Yuanyuan; Ruan, Wenchen; Gao, Anhui; Zhou, Yubo; Gao, Lixin; Xu, Meng; Gao, Jianrong; Ye, Qing; Li, Jia; Pang, Tao; Pharmazie; vol. 72; 12; (2017); p. 707 – 713;,
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.10406-06-1,5-Bromo-1H-indole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

In a flask, the [2-amino-2-(5-bromo-lH-indol-3-yl)ethyl]carbamic acid tert-butyl ester (lb) (60 mg, 0.169 mmol) was dissolved in 5 mL of THF. To this solution, 5-bromo-lH-indole-3- carboxylic acid (2b) (41 mg, 0.169 mmol) and l-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI, 33 mu?, 0.186 mmol) were added. The reacting mixture was stirred for 20 hours at room temperature. The homogeneous crude material was then diluted in a large amount of ethyl acetate (30 mL). The organic layer was washed twice with IN aqueous HCl and once with brine. The organic layer was dried over anhydrous MgS04 and concentrated. The crude material was purified by flash chromatography (EtOAc/pentane, 1/1 then 3/7) to afford the desired product 3f (67 mg, 0.116 mmol) as a white solid. Yield: 68%. Mp: 225 C (EtOAc/pentane). 1H NMR (300 MHz, MeOD): delta = 1.35 (s, 9H), 3.56-3.71 (m, 2H), 5.55-5.59 (m, 1H), 7.18 (dd, J = 1.8 and 8.6 Hz, 1H), 7.25-7.34 (m, 4H), 7.89-7.92 (m, 2H), 8.31 (br s, 1H) ppm. 13C NMR (75.5 MHz, MeOD): delta = 28.7 (C(CH3)3), 45.6 (CH2), 48.3 (CHN), 80.3 (C(CH3)3), 111.6, 113.3, 114.0, 114.3, 115.3, 122.5, 124.6, 124.7, 125.4, 126.3, 129.1, 129.4, 5 130.1, 136.7, 138.8, 159.0, 167.5 ppm. IR (ATR): 3429, 3376, 3296, 2985, 1729, 1647, 1625, 1525, 1457, 1361, 1254, 1164, 887, 790 cm”1. LRMS (ESI): m/z = 597, 599 and 601 [(M+Na)+]. HRMS (ESI) calcd for C24H24 403Br2 a: 597.0107, 599.0089 and 601.0073. Found: 597.0114, 599.0091 and 601.0071 [(M+Na)+].

10406-06-1 5-Bromo-1H-indole-3-carboxylic acid 7018243, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; UNIVERSITE JOSEPH FOURIER; DENIS, Jean-Noel; JOLIVALT, Claude, Marcelle; MAURIN, Max, Maurin, Louis; JEANTY, Matthieu; WO2013/14102; (2013); 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