Category: 918516-27-5

Application of 918516-27-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 918516-27-5, name is 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C13H9ClN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

AICI3 (1.18 g, 8.87 mmol) was added to DCM (40 mL) and the mixture was stirred for 10 min at RT followed by cooling to 0C. 5-(4-chlorophenyl)-1 H-pyrrolo[2,3-b]pyridine (2) (1 eq., 405.92 mg, 1.77 mmol) was added and the mixture was stirred for 30 min then warmed to RT for 3 h. solution A was slowly added to the above suspension at 0 C and the reaction was stirred for 2 days at RT. After complete conversion, the reaction was quenched with methanol (MeOH, 10 mL) and concentrated to give a dark brown residue. Cold water (50 mL) was added to the residue and the pH of the solution was adjusted to 7 (neutral) with aq. ammonia. EtOAc (50 mL) was added and the mixture was stirred for 30 min. It was then filtered through celite, the filtrate was extracted with EtOAc (20 mL x 3) and the combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to get crude N-(2,4-dibromo-3-(5-(4-chlorophenyl)-1 H-pyrrolo[2,3- b]pyridine-3-carbonyl)-phenyl)propane-1 -sulfonamide (900 mg, crude) which was used in the next step without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 918516-27-5, 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; HEPAREGENIX GMBH; ALBRECHT, Wolfgang; LAUFER, Stefan; SELIG, Roland; KLOeVEKORN, Phillip; PRAeFKE, Bent; (187 pag.)WO2020/16243; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 918516-27-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 918516-27-5, name is 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C13H9ClN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

According to the analysis of related databases, 918516-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 918516-27-5, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.918516-27-5, name is 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C13H9ClN2, molecular weight is 228.68, as common compound, the synthetic route is as follows.

To a suspension of 5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine (6b) (100 mg, 0.44 mmol) and N-(2,4-difluoro-3-formylphenyl)propane-1-sulfonamide (5) (139 mg, 0.53 mmol) in methanol (7.0 mL) was added potassium hydroxide (197 mg, 3.5 mmol). The reaction mixture was stirred at room temperature for 3 d and then evaporated to dryness. The crude reaction mixture was diluted with water (5.0 mL) and the pH adjusted to 7 with 4.0 N hydrochloric acid (10 mL). The resulting mixture was then diluted with water (25 mL) and extracted with ethyl acetate (3 x 20 mL). The combined organic layers were dried over sodium sulphate and evaporated in vacuo to give a crude solid (as a 2:1 mixture of the -OMe and free-OH 7b).

The chemical industry reduces the impact on the environment during synthesis 918516-27-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Buck, Jason R.; Saleh, Sam; Imam Uddin, Md.; Manning, H. Charles; Tetrahedron Letters; vol. 53; 32; (2012); p. 4161 – 4165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem