10592-27-5 | Pyridine-derivatives

Analyzing the synthesis route of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

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, 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine.

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. 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., COA of Formula: C7H8N2

To a solution of sulfurisocyanatidic chloride (23 mg, 0.17 mmol) in DCM (1 mL) in an ice-water bath was added a solution of Intermediate GW-17.2 (60 mg, 0.17 mmol) and DIPEA (0.06 mL, 0.33 mmol) in DCM (1 mL) and the reaction mixture was stirred for 2 min. Then a solution of 2,3-dihydro-lH-pyrrolo[2,3-b]pyridine (30 mg, 0.25 mmol) in DCM (1 mL) was added, followed by DIPEA (0.1 mL, 0.66 mmol) and the reaction mixture was stirred for 2 min. The bath was removed, the reaction mixture was stirred at rt for 2 h, concentrated, the residue was redissolved in DMF and purified by preparative HPLC to afford the title compound (9.9 mg). LC-MS retention time = 2.54 min; m/z = 517.20 [M+H]+. (Column: Phenomenex C18 2.0 X 50 mm, 3 muiotaeta particles; Mobile Phase A: 10% MeOH-90% H2O-0.1% TFA; Mobile Phase B: 90% MeOH-10% H2O-0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 4 min, then a 1-min hold at 100% B; Flow: 0.8 mL/min; Detection: UV at 220 nm).

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BENDER, John A.; GENTLES, Robert G.; PENDRI, Annapurna; WANG, Alan Xiangdong; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; NGUYEN, Van N.; YANG, Zhong; WANG, Gan; KUMARAVEL, Selvakumar; THANGATHIRUPATHY, Srinivasan; BORA, Rajesh Onkardas; HOLEHATTI, Shilpa Maheshwarappa; METTU, Mallikarjuna Rao; PANDA, Manoranjan; (319 pag.)WO2016/172424; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

22-Sep News New learning discoveries about 10592-27-5

The chemical industry reduces the impact on the environment during synthesis 10592-27-5, I believe this compound will play a more active role in future production and life.

Synthetic Route of 10592-27-5, 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.10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H8N2, molecular weight is 120.15, as common compound, the synthetic route is as follows.

To a solution of sulfurisocyanatidic chloride (22 mg, 0.16 mmol) in DCM (2 mL) was added a solution of Intermediate GW-18.3 (70 mg, 0.15 mmol) and DIPEA (0.05 mL, 0.3 mmol) in DCM (2 mL) in an ice-water bath and the reaction mixture was stirred for 2 min. Then a solution of 2,3-dihydro-lH-pyrrolo[2,3-b]pyridine (28.0 mg, 0.233 mmol) in DCM (2 mL) was added, followed by DIPEA (0.11 mL, 0.62 mmol) and the reaction mixture was stirred for 2 min, the bath was removed and the stirring was continuted at rt for 2 h. The reaction mixture was concentrated and purified by preparative HPLC to afford the title compound (19.4 mg). LC-MS retention time = 3.37 min; m/z = 603.20 [M+H]+ (Column: Phenomenex C18 2.0 X 50 mm, 3 muetaiota particles; Mobile Phase A: 10% MeOH-90% H2O-0.1% TFA; Mobile Phase B: 90% MeOH-10% H2O-O. /0 TFA; Temperature: 40 C; Gradient: 0-100% B over 4 min, then a 1-min hold at 100% B; Flow: 0.8 mL/min; Detection: UV at 220 nm).

The chemical industry reduces the impact on the environment during synthesis 10592-27-5, I believe this compound will play a more active role in future production and life.

15-Sep News New learning discoveries about 10592-27-5

According to the analysis of related databases, 10592-27-5, the application of this compound in the production field has become more and more popular.

Reference of 10592-27-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Indoles 1 (0.5 mmol), DMSO (3mL) and I2O5 (1 mmol) were added into a flask and vigorously stirred at 80oC under air. The reaction was stopped until indoles were completely consumed as monitored by TLC analysis. After the completion of reaction, saturated Na2S2O3 solution (20 mL) was added to the mixture. The mixture was extracted with EtOAc (3×20 mL) and the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated on a rotary evaporator. Then, the crude product was purified by column chromatography on silica gel using ethyl acetate and petroleum ether as the eluent to give the products 2.

According to the analysis of related databases, 10592-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Ci-Ping; Jiang, Guo-Fang; Tetrahedron Letters; vol. 58; 18; (2017); p. 1747 – 1750;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

With the rapid development of chemical substances, we look forward to future research findings about 10592-27-5.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

To a solution of sulfurisocyanatidic chloride (37 mg, 0.26 mmol) in DCM (2 mL) in an ice-water bath was added a solution of Intermediate GW-13.2 (100 mg, 0.26 mmol) and TEA (0.11 mL, 0.79 mmol) in DCM (2 mL) and the reaction mixture was stirred for 2 min. Then a solution of 2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (48 mg, 0.39 mmol) in DCM (2 mL) was added, followed by TEA (0.15 mL, 1.1 mmol), the bath was removed and the stirring was continued at rt for 2 h. The reaction mixture was concentrated, the residue was redissolved in DMF and purified by preparative HPLC to afford the title compound (31.4 mg). LC-MS retention time = 3.06 min; m/z = 554.16 [M+Na]+. (Column: Phenomenex-Luna 2.0 X 50 mm, 3 mupiiota particles; Mobile Phase A: 10% MeOH- 90% H2O-0.1% TFA; Mobile Phase B: 90% MeOH-10% H2O-0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 4 min, then a 1-min hold at 100% B; Flow: 0.8 mL/min; Detection: UV at 220 nm).

With the rapid development of chemical substances, we look forward to future research findings about 10592-27-5.

Introduction of a new synthetic route about 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Related Products of 10592-27-5, 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. 10592-27-5, name is 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine (5.00 g, 41.6 mmol) was dissolved in DMF (140 mL) and N-bromosuccinimide (8.89 g, 49.9 mmol) After that, the reaction was stirred at room temperature for 3 hours. A saturated aqueous solution of sodium hydrogencarbonate was added, and ethyl acetate was evaporated, washed with saturated sodium chloride and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and purified by column chromatography (eluent: petroleum ether / ethyl acetate = 10:1 to 1:1)Intermediate 7 (3.60 g, 18.1 mmol,Yield 43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Xiandao Pharmaceutical Development Co., Ltd.; Li Jin; Wu Bo; Shang Siyun; Liao Wei; Lv Peng; Nong Yunhong; Chen Wei; (35 pag.)CN109705015; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 10592-27-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, blongs to pyridine-derivatives compound. Safety of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

To a solution of sulfurisocyanatidic chloride (25 mg, 0.18 mmol) in DCM (2 mL) was added a solution of Intermediate GW-14.3 (60 mg, 0.18 mmol) and TEA (0.040 mL, 0.27 mmol) in DCM (2 mL) in an ice-water bath and the reaction mixture was stirred for 20 min. Then a solution of 2,3-dihydro-lH-pyrrolo[2,3-b]pyridine (32 mg, 0.27 mmol) in DCM (2 mL) was added, followed by TEA (0.07 mL, 0.5 mmol) and the reaction mixture was stirred for 2 min, the bath was removed and the stirring was continued at rt for 2 h. The reaction mixture was was concentrated and the residue was redissolved in methanol and purified by preparative HPLC to afford the title compound (13.7 mg). LC-MS retention time = 3.53 min; m/z = 565.10 [M+H]+. (Column: Phenomenex-Luna 2.0 X 50 mm, 3 muiotaeta particles; Mobile Phase A: 10% MeOH-90% H2O-0.1% TFA; Mobile Phase B: 90% MeOH-10% H2O-0.1% TFA; Temperature: 40 C; Gradient: 0-100% B over 4 min, then a 1-min hold at 100% B; Flow: 0.8 mL/min; Detection: UV at 220 nm).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Extracurricular laboratory: Synthetic route of 10592-27-5

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Application of 10592-27-5 ,Some common heterocyclic compound, 10592-27-5, molecular formula is C7H8N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 2; A solution of Br2 (2.78 ml, 8.64 g, 54 mmole) in dry dichloromethane (40 ml) was added dropwise over a period of 1 h 45 min to a stirred and cooled (-10C) solution of 2.3-dihydro-1H-pyrrolo[2,3-b]pyridine (6.5 g,54 mmole) in a mixture of dry dichloromethane (60 ml) and pyridine (6 ml). The suspension was stirred at 0C for 2 hrs, poured into a mixture of NaHCO3 (120 ml) and saturated aqueous Na2S2O3 (15 ml) and extracted with a solution of ethyl acetate/methanol (3X200 ml). The organic layers were concentrated to afford 3.7 g of 5-bromo- 2,3-dihydro- 1H-pyrrolo[2,3-b]pyridine (2) after purification by flash chromatography using dichloromethane as eluent (35% yield). 1H NMR (400 MHz, DMSO-D6) delta ppm 2.98 ( t, J = 8.54 Hz, 2H ) 3.48 (t, J=8.55 Hz, 2H) 6.58 (bs, 1 H) 7.37(s,1 H) 7.71 (s,1 H)

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.r.l.; EP2070928; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 10592-27-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C7H8N2, blongs to pyridine-derivatives compound. Formula: C7H8N2

Control the temperature below 20 degrees Celsius, dihydro-7-azaindole 120kg dissolved in 1200kg of hydrogen bromide dubbed the solution,Control the temperature of 20-30 degrees Celsius, slowly dropping hydrogen peroxide 120kg, add the continued reaction for 5 hours, and then to the reaction solution by adding sodium hydroxide to adjust, and then filtered, washed, centrifuged 0.5 hours, dried product 130kg dihydro-5-bromine -7-azaindole.

The synthetic route of 10592-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NANTONG ABA CHEMICALS CO., LTD.; WU, ZHENGGUANG; NIU, YUEHUI; LYU, JIAN; (5 pag.)CN106188050; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 10592-27-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10592-27-5, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 10592-27-5, 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 10592-27-5, blongs to pyridine-derivatives compound. Application In Synthesis of 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine

A solution OF BR2 (18.1 ML, 56.2 g, 0. 351 mol) in dry CH2CL2 (250 mL) was added dropwise over a period of 1 h 45 min to a stirred and cooled (-5 C) solution of 2 (42. 22 g, 0.351 mol) in dry CH2CL2 (410 ML)-PYRIDINE (40 mL). The yellow suspension WAS STIRRED AT 0 C for 45 min and poured into A mixture of saturated aqueous NaHCO3 (800 ML) and saturated aqueous NA2S203 (100 mL). Methanol (10 ML) was added and the lower organic layer was separated and dried over MGS04. The aqueous layer was extracted with AcOEt: MEOH=99 : 1 (7×1000 mL). These extracts were also dried with MgSO4. The organic solutions were combined and concentrated to afford 5 (59. 17 g, 85%), which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) No. 3. 07 (tt, J = 8.4, 1.1 Hz, 2H), 3.64 (T, J = 8. 4 Hz, 2H), 4.47 (bs, 1H), 7.31 (m, 1H), 7. 85 (dt, J= 2.1, 0.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10592-27-5, its application will become more common.

Reference:
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2004/78757; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 10592-27-5

Synthetic Route of 10592-27-5 ,Some common heterocyclic compound, 10592-27-5, molecular formula is C7H8N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a 0 C. solution of 2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (24.0 g, 200 mmol) in N,N-dimethylformamide (68 mL) was added a 60% dispersion of sodium hydride in mineral oil (12.0 g, 300 mmol) portionwise. The mixture was stirred at 0 C. for 30 min and then a solution of tert-butyldimethylsilyl chloride (46 g, 300 mmol) in N,N-dimethylformamide (100 mL) was added to the above mixture dropwise at 0 C. The mixture was stirred at 0 C. for 3 h and then extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The yellowish residue was purified by flash silica gel chromatography (silica gel from QingDao, 200-300 mesh, glass column from Shanghai SD company, 5% ethyl acetate/hexanes) to afford 1-(tert-butyl-dimethyl-silanyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (31 g, 66%) as a yellow oil: LC/MS m/e calcd for C13H23N2Si [M+H]+ 235.42, observed 235.3; 1H NMR (400 MHz, CDCl3) delta ppm 0.35 (s, 6H), 0.98 (s, 9H, 3×CH3), 3.02 (t, J=8.6 Hz, 2H), 3.68 (t, J=8.6 Hz, 2H), 6.40 (dd, J=5.2 Hz, 7.0 Hz, 1H), 7.15 (d, J=7.0 Hz, 1H), 7.80 (d, J=5.2 Hz, 1H).

Reference:
Patent; Berthel, Steven Joseph; Chen, Li; Corbett, Wendy Lea; Feng, LiChun; Haynes, Nancy-Ellen; Kester, Robert Francis; So, Sung-Sau; Tilley, Jefferson Wright; US2011/144105; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem