Category: 53924-05-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53924-05-3,7-Chloroindole,as a common compound, the synthetic route is as follows.,53924-05-3

A solution of phosphoryl chloride(1 .20 mL, 12.8 mmol) in DMF (40 mL) was treated with a solution of 7-chloro-1 A indole (2.00 g, 13.2 mmol) in DMF (10 mL) and stirred at 23 C for 3h, added to ice, the solvent evaporated. The aqueous residue was diluted with water (50 mL), basified with 3 M NaOH to pH 13 and extracted with CH2CI2(5 x 30 mL). Combined organic layers were dried over anhydrous MgS04, filtered and the solvent evaporated. Column chromatography (S1O2; EtOAc/Heptane 20:80 -> 50:50) of the crude gave 7-Chloro-1 A indole-S-carbaldehyde (1 .97 mg, 83%) as a pinkish solid.H NMR (400 MHz, DMSO-ofe) delta = 12.54 (s, 1 H, NH), 9.98 (s, 1 H, CHO), 8.39 (s, 1 H, H-Ar), 8.07 (dd, J= 7.8, 1 .0 Hz, 1 H, H-Ar), 7.36 (dd, J= 7.7, 1.0 Hz, 1 H, H-Ar), 7.23 (t, J= 7.8 Hz, 1 H, H-Ar).MS (ESI+, H20/MeCN) m/z {%): 180.0 (100, [M + H]+).

As the paragraph descriping shows that 53924-05-3 is playing an increasingly important role.

Reference：
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (138 pag.)WO2018/229197; (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.53924-05-3,7-Chloroindole,as a common compound, the synthetic route is as follows.,53924-05-3

General procedure: POCl3 (13.09 g, 85.36 mmol) was slowly added dropwise to DMF(10 mL) under ice bath. The mixture was stirred at ice bath for30 min. Then, DMF (6.24 g, 85.36 mmol) solution of indole (5 g,42.68 mmol) was added dropwise to the reaction system. Keepingthe reaction at room temperature for 3 h, ice water and 10% NaOHaq. were added into the reaction system to pH of 7-8 and continue to stir to a lot of white solid precipitation. The solid was recrystallizedfrom ethyl acetate and petroleum ether to obtain compound3 in yields of 97.6%.

53924-05-3 7-Chloroindole 104644, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Article; Liu, Hong-Min; Suo, Feng-Zhi; Li, Xiao-Bo; You, Ying-Hua; Lv, Chun-Tao; Zheng, Chen-Xing; Zhang, Guo-Chen; Liu, Yue-Jiao; Kang, Wen-Ting; Zheng, Yi-Chao; Xu, Hai-Wei; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 357 – 372;,
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

53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53924-05-3, Example 16 Procedure Used for the Preparation of 1-4. Exemplified for the Preparation of 6-chloroindole-3-carboxaldehyde (1) Phosphorus oxychloride (0.66 mL, 7 mmol) was added dropwise to anhydrous DMF (5 mL) at 0 C. under argon. A solution of 7-chloroindole (1 g, 6.6 mmol) in anhydrous DMF (15 mL) was added dropwise at room temperature and the resulting mixture was stirred for 2 h. The reaction mixture was poured into ice and saturated NaHCO3 and extracted with ethyl acetate. The combined organic solutions were washed with saturated NaCl (10 mL*3), dried over anhydrous MgSO4, filtered and concentrated to give 990 mg of product, 1, as a yellow-orange solid (83%).

53924-05-3 7-Chloroindole 104644, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Brigham and Women’s Hospital, Inc.; President and Fellows of Harvard College; US2005/119260; (2005); 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

53924-05-3,53924-05-3, 7-Chloroindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

We added phosphorus oxy chloride (0.66 mL, 7 mmol) dropwise to anhydrous DMF (5 mL) at 00C under argon. Next, we added a solution of (1-1) (1 g, 6.6 mmol) in anhydrous DMF. (15 mL) dropwise at room temperature and stirred the resulting mixture for two hours. We poured the reaction mixture into ice and saturated NaHCO3 and extracted it with ethyl acetate. We washed the combined organic solutions with saturated NaCl (1OmL x 3), dried it over anhydrous MgSO4, filtered and concentrated it to give 990 mg of product, (1-6), as a yellow-orange solid (83 %). 1H NMR (500 MHz, DMSO-d6) delta 12.22 (IH, br s), 9.93 (IH, s), 8.34 (IH, s), 8.07 (IH, d, J = 9.0 Hz)5 7.57 (IH, d, J = 1.5), 7.25 (IH, dd, J = 1.8, 7.8 Hz).

The synthetic route of 53924-05-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; WO2007/75772; (2007); A2;,
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