New downstream synthetic route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 898746-42-4 , The common heterocyclic compound, 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, 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.

6-Fluoro-1H-pyrrolo[2,3-b]pyridine (2.50 g, 18.36 mmol)Soluble in DMF (50mL),Cool to 0 C,Then add bromine to it(3.20g, 20.00mmol)DMF (20 mL) solution,After the dropwise addition was completed, the resulting reaction solution was stirred at room temperature for 2 hours.Then water (100 mL) was added and a large amount of solid precipitated.Filter under reduced pressure, and the filter cake was washed with water (30 mL×2).Then dried under vacuum at 60 C for 24 hours.The title compound was obtained as a white solid (3.44 g, 87%).

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; Nie Biao; Xu Juan; Yan Huan; Chen Jianping; (90 pag.)CN108727369; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H5FN2

Preparation 1Synthesis of 6-fluoro-l -methyl- lH-pyrrolo[2,3-b]pyridine.Jf)3 C H3 To a solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (250 g, 1.84 mol) in dimethylformamide (2.50 L) is added potassium carbonate (507.6 g; 3.67 mol), followed by methyl iodide (171.6 mL, 2.75 mol). The reaction is stirred at room temperature overnight. The reaction mixture is poured into water (3000 mL) and extracted with Et20(3 x 1500 mL). The organic extracts are combined and washed with water (4 x 1000 mL), then brine, and dried over Na2S04. The solvent is evaporated to give a light brown oil which, on standing, gives clear colorless crystals, with a little mobile liquid on top of the crystals. The liquid is decanted off and discarded to leave the product as a crystalline solid (257.3 g, 1.71 moles). XH-NMR (400MHz, CDC13): delta 7.93 (t, 1H), 7.11 (d, 1H), 6.69 (d, 1H), 6.46 (d, 1H), 3.83 (s, 3H).

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 898746-42-4 , The common heterocyclic compound, 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, 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.

6-Fluoro-1H-pyrrolo[2,3-b]pyridine (2.50 g, 18.36 mmol)Soluble in DMF (50mL),Cool to 0 C,Then add bromine to it(3.20g, 20.00mmol)DMF (20 mL) solution,After the dropwise addition was completed, the resulting reaction solution was stirred at room temperature for 2 hours.Then water (100 mL) was added and a large amount of solid precipitated.Filter under reduced pressure, and the filter cake was washed with water (30 mL×2).Then dried under vacuum at 60 C for 24 hours.The title compound was obtained as a white solid (3.44 g, 87%).

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; Nie Biao; Xu Juan; Yan Huan; Chen Jianping; (90 pag.)CN108727369; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C7H5FN2

Preparation 1Synthesis of 6-fluoro-l -methyl- lH-pyrrolo[2,3-b]pyridine.Jf)3 C H3 To a solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (250 g, 1.84 mol) in dimethylformamide (2.50 L) is added potassium carbonate (507.6 g; 3.67 mol), followed by methyl iodide (171.6 mL, 2.75 mol). The reaction is stirred at room temperature overnight. The reaction mixture is poured into water (3000 mL) and extracted with Et20(3 x 1500 mL). The organic extracts are combined and washed with water (4 x 1000 mL), then brine, and dried over Na2S04. The solvent is evaporated to give a light brown oil which, on standing, gives clear colorless crystals, with a little mobile liquid on top of the crystals. The liquid is decanted off and discarded to leave the product as a crystalline solid (257.3 g, 1.71 moles). XH-NMR (400MHz, CDC13): delta 7.93 (t, 1H), 7.11 (d, 1H), 6.69 (d, 1H), 6.46 (d, 1H), 3.83 (s, 3H).

The synthetic route of 898746-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,898746-42-4, its application will become more common.

Application of 898746-42-4 ,Some common heterocyclic compound, 898746-42-4, molecular formula is C7H5FN2, 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 solution of 6-fluoro-1H-pyrrolo[2,3-b]pyridine (2.50 g, 18.36 mmol) in DMF (50 mL) was added a solution of bromine (3.20 g, 20.00 mmol) in DMF (20 mL) at 0 C . After the addition, the mixture was stirred at rt for 2 h. To the mixture was added water (100 mL), then there was a lot of solid precipitated out. The mixture was filtered under reduced pressure, and the filter cake was washed with water (30 mL) for two times and then dried in vacuo at 60 C for 24 h to give the title compound as a white solid (3.44 g, 87%).MS (ESI, pos. ion) m/z: 217.1 [M+H]+1H NMR (400 MHz, DMSO-d6) (ppm): 12.20 (s, 1H), 8.04 – 7.95 (m, 1H), 7.67 (d, J = 2.5 Hz, 1H), 6.94 (t, J = 9.7 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,898746-42-4, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,898746-42-4, its application will become more common.

Application of 898746-42-4 ,Some common heterocyclic compound, 898746-42-4, molecular formula is C7H5FN2, 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 solution of 6-fluoro-1H-pyrrolo[2,3-b]pyridine (2.50 g, 18.36 mmol) in DMF (50 mL) was added a solution of bromine (3.20 g, 20.00 mmol) in DMF (20 mL) at 0 C . After the addition, the mixture was stirred at rt for 2 h. To the mixture was added water (100 mL), then there was a lot of solid precipitated out. The mixture was filtered under reduced pressure, and the filter cake was washed with water (30 mL) for two times and then dried in vacuo at 60 C for 24 h to give the title compound as a white solid (3.44 g, 87%).MS (ESI, pos. ion) m/z: 217.1 [M+H]+1H NMR (400 MHz, DMSO-d6) (ppm): 12.20 (s, 1H), 8.04 – 7.95 (m, 1H), 7.67 (d, J = 2.5 Hz, 1H), 6.94 (t, J = 9.7 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,898746-42-4, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

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 898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine.

Application of 898746-42-4, 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. 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, 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.

Preparation 17Synthesis of l-cyclopropyl-6-fluoro-lH-pyrrolo[2,3-b]pyridine.To a solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (6.2 g, 45.55 mmol) in dryDCM (250 mL) is added cyclopropylboronic acid (7.82 g, 91.09 mmol), followed by cupric acetate (8.36 g, 45.55 mmol), sodium carbonate (9.65 g, 91.09 mmol) and 2,2′- bipyridine (7.1 1 g, 45.55 mmol). The resulting mixture is stirred and heated at 50C for 15h. The mixture is cooled to room temperature and further cupric acetate (4.18 g, 22.77 mmol) and sodium carbonate (2.41 g, 22.77 mmol) are added, followed bycyclopropylboronic acid (1.96 g, 22.77 mmol). The mixture is stirred and heated at 50C for a further 15h when further cupric acetate (1.5 g, 8.25 mmol) and cyclopropylboronic acid (1.49 g, 17.34 mmol) are added. The mixture is stirred at room temperature for 4 days and then poured onto sat. aq. NH4C1, diluted with water and extracted with DCM. The organic layers are combined, washed with brine, dried (magnesium sulphate) and concentrated in vacuo to give a green oil, which is purified by column chromatography on silica, eluting with DCM, to give the title compound (2.03 g, 11.52 mmol). MS (m/z): 177 (M+l). Unreacted 6-fluoro-lH-pyrrolo[2,3-b]pyridine is also recovered (3.012g, 22.1 mmol). MS (m/z): 137 (M+l).

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 898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

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 898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine.

Application of 898746-42-4, 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. 898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, 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.

Preparation 17Synthesis of l-cyclopropyl-6-fluoro-lH-pyrrolo[2,3-b]pyridine.To a solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (6.2 g, 45.55 mmol) in dryDCM (250 mL) is added cyclopropylboronic acid (7.82 g, 91.09 mmol), followed by cupric acetate (8.36 g, 45.55 mmol), sodium carbonate (9.65 g, 91.09 mmol) and 2,2′- bipyridine (7.1 1 g, 45.55 mmol). The resulting mixture is stirred and heated at 50C for 15h. The mixture is cooled to room temperature and further cupric acetate (4.18 g, 22.77 mmol) and sodium carbonate (2.41 g, 22.77 mmol) are added, followed bycyclopropylboronic acid (1.96 g, 22.77 mmol). The mixture is stirred and heated at 50C for a further 15h when further cupric acetate (1.5 g, 8.25 mmol) and cyclopropylboronic acid (1.49 g, 17.34 mmol) are added. The mixture is stirred at room temperature for 4 days and then poured onto sat. aq. NH4C1, diluted with water and extracted with DCM. The organic layers are combined, washed with brine, dried (magnesium sulphate) and concentrated in vacuo to give a green oil, which is purified by column chromatography on silica, eluting with DCM, to give the title compound (2.03 g, 11.52 mmol). MS (m/z): 177 (M+l). Unreacted 6-fluoro-lH-pyrrolo[2,3-b]pyridine is also recovered (3.012g, 22.1 mmol). MS (m/z): 137 (M+l).

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 898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

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.898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, molecular weight is 136.13, as common compound, the synthetic route is as follows.COA of Formula: C7H5FN2

Preparation 23Synthesis of l-ethy lo[2,3-b]pyridine.To a stirred solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (15.00 g, 1 10.19 mmol) in DMF (100 mL), under a nitrogen atmosphere, is added potassium carbonate(22.84 g, 165.3 mmol), followed by ethyl bromide (12.36 mL, 165.3 mmol). The reaction is heated to 70 C for 4 h. Further ethyl bromide (3.00 mL, 27.6 mmol) is added and the reaction kept at 70 C overnight. After cooling further potassium carbonate (8.00 g, 57.9 mmol) and ethyl bromide (3.00 mL, 27.6 mmol) are added, and the reaction heated at 70 C for 4 h. The reaction is cooled, poured onto brine (ca. 500 mL) and the product extracted with CHCI3 (ca. 2 x 300 mL). The combined organic extracts are dried over magnesium sulphate, filtered, and concentrated in vacuo to give a brown oil. This is purified by column chromatography on silica, eluting with 0 to 70% DCM in hexane to give the title compound as a light yellow oil (16.38 g, 99.77 mmol). MS (m/z): 165 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem