Category: 1215387-58-8

Electric Literature of 1215387-58-8, 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. 1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, 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.

A stirred solution of 5-bromo-lH-pyrrolo[2,3-c]pyridine (2.22 g, 11.3 mmol) in DMF (30 ml) at ambient temperature was treated with potassium hydroxide (2.53 g, 45.1 mmol). After 10 minutes, iodine (3.15 g, 12.4 mmol) was added and the resulting mixture was stirred for 2 hours. The mixture was diluted with water and extracted with EtOAc. The organic phase was washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was triturated with water, filtered and dried in vacuo to afford the desired product as an orange solid (3.39 g, 93%). LCMS (Method C): Rt= 3.14 min, m/z [M+H]+ = 323/325.

According to the analysis of related databases, 1215387-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HYND, George; TISSELLI, Patrizia; MACLEOD, Calum; MANN, Samuel, Edward; MONTANA, John, Gary; PRICE, Stephen, Colin; (91 pag.)WO2016/62789; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

To a stirred suspension of 60% NaH (0.146 g, 6.091 mmol) in DMF (20 mL), 5-bromo-1 H-pyrrolo[2,3-c]pyridine (0.8 g, 4.06 mmol) was added at 0 C and stirred for 15 min. Then, 1-bromo butane (0.66 g, 4.873 mmol) was added to the reaction mixture at 0 C. The resulting mixture was allowed to warm to rt and stirred for 16 h. The reaction mixture was quenched with water and extracted EtOAc and the organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography using 10% EtOAc in pet ether as an eluent to afford the title compound (0.78 g, 67%). LC-MS (method 2): Rt =2.27 min; m/z = 253.17 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1215387-58-8, 5-Bromo-1H-pyrrolo[2,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1215387-58-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1215387-58-8 as follows.

To a solution of 5-bromo-lH-pyrrolo[2,3-c]pyridine (0.9 g, 4.57 mmol, 1.0 eq), Zn(CN)2 (0.32 g, 2.74 mmol, 0.6 eq), Pd(PPh3)4 (234.5 mg, 0.457 mmol, 0.1 eq) in DMF (11.0 mL) at 147 C for 3.5 h under microwave irridiation. After the reaction was complete, it was extracted with EA. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The resulting residue was purified by column chromatography (EA/PE = 1/1, v/v) to provide lH-pyrrolo[2,3-c]pyridine-5-carbonitrile (0.567 g, 78%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1215387-58-8, its application will become more common.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1215387-58-8, 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.1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

To a stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyiidine (2.5 g, 12.75 mmol) in DMF (20 mL), 60% NaH (0.57 g, 15.30 mmol) was slowly added portionwise at 0 C. The resulting suspension was stirred at RT for 1h. The reaction mixture was cooled to 0 C and 2-(chloromethoxy)ethyl)trimethylsilane (2.55 g, 15.30 mmol) was added. The reaction mixture was allowed to stir at RT for 2h. The reaction mixture was quenched with water (70 mL), extracted with EtOAc (2 x 100 mL) and the combined organic layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude compound was purified by flash column chromatography and eluted with 15% EtOAc/pet ether to afford the title compound (2.7 g, 66%) as a liquid compound. LC-MS (method 1): R, = 2.73 min; m/z = 329.41 (M+H*+2).

Statistics shows that 1215387-58-8 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-1H-pyrrolo[2,3-c]pyridine.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

A stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (2.22 g, 11.3 mmol) in DMF(30 ml) at ambient temperature was treated with potassium hydroxide (2.53 g, 45.1mmol). After 10 minutes, iodine (3.15 g, 12.4 mmol) was added and the resulting mixture was stirred for 2 hours. The mixture was diluted with water and extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was triturated with water to afford the desiredproduct as an orange solid (3.39 g, 93%).LCMS (Method C): R 3.14 mm, mlz [M+H] 323/325.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1215387-58-8, 5-Bromo-1H-pyrrolo[2,3-c]pyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HYND, George; TISSELLI, Patrizia; MACLEOD, Calum; MANN, Samuel, Edward; PANCHAL, Terry, Aaron; MONTANA, John, Gary; PRICE, Stephen, Colin; (74 pag.)WO2016/62790; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1215387-58-8, 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.1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

To a stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (500 mg, 2.53 mmol) in DCM (40mL), anhydrous AlCb (675 mg, 5.07 mmol) was added at 0C. The reaction mixture was stirred at RT for 15 minutes and then, acetyl chloride (396 mg, 5.07 mmol) was added. The reaction mixture was allowed to stirred at RT for 16h. The progress of the reaction was monitored by LCMS. The reaction mixture was concentrated under reduced pressure and poured into crushed ice and neutralized with 2N NaOH: The solid precipitated was filtered and dried under vacuum to afford the title compound (600mg, 98.90%). LC-MS (method 20): Rt = 1.61 min; m/z = 239.06 (M+H+).

Statistics shows that 1215387-58-8 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-1H-pyrrolo[2,3-c]pyridine.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem