Category: 195044-14-5

Reference of 195044-14-5, Adding some certain compound to certain chemical reactions, such as: 195044-14-5, name is 2-Bromo-6-tert-butylpyridine,molecular formula is C9H12BrN, 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 195044-14-5.

Step-5: Synthesis of 1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one To a stirred solution of 6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (100 mg, 0.359 mmol, 1.0 eq) and 2-bromo-6-tert-butylpyridine (92.33 mg, 0.431 mmol, 1.2 eq) in 1,4 dioxane (5 mL) was added potassium carbonate (99.2 mg, 0.718 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 30 min followed by addition of copper iodide (13.67 mg, 0.0718 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (12.65 mg, 0.143 mmol, 0.4 eq) and again purged with nitrogen for 10 min. The resultant mixture was heated at 100 C. for 16 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product which was purified by flash chromatography (Teledyne Isco Rf+); to afford 1-(6-tert-butylpyridin-2-yl)-6-(methylthio)-2-(1,1,1-trifluoropropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-3 (2H)-one (100 mg, 68.02%) as off white solid.

According to the analysis of related databases, 195044-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 195044-14-5 ,Some common heterocyclic compound, 195044-14-5, molecular formula is C9H12BrN, 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-5: Synthesis of 1-(6-tert-butylpyridin-2-yl)-2-(1-hydroxypropan-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one To a stirred solution of 2-(1-hydroxypropan-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (200 mg, 0.833 mmol, 1.0 eq) and 2-bromo-6-tert-butylpyridine (214 mg, 0.999 mmol, 1.2 eq) in 1,4 dioxane (3 mL) was added potassium carbonate (230 mg, 1.666 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 30 min followed by addition of copper iodide (31 mg, 0.666 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (30 mg, 0.333 mmol, 0.4 eq) and again purged with nitrogen for 10 min. The resultant mixture was heated at 100 C. for 5 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (150 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude which was purified by flash chromatography (Teledyne Isco Rf+); compound eluting 95% EtOAc/Hexane to afford 1-(6-tert-butylpyridin-2-yl)-2-(1-hydroxypropan-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one (100 mg, 32.25%) as off white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,195044-14-5, its application will become more common.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. Formula: C9H12BrN

Next, the threeneckflask, to introduce a nitrogen atmosphere, the above synthesis of 2bromo6tbutylpyridine 3.65g, tetrahydrofuran (dehydration solventcommercially available) 50mL, and cooled to 78. Thereto, a 1.6M solution of nbutyllithiumin hexane was added dropwise 10.0mL, was stirred for 30 minutesat 78. Here, by the addition of crushed dry ice and slowly a large excess, and the mixture was stirred at room temperature for 2 hours. By extraction andseparated with the addition of 100mL of water, 50mL of ethyl acetate was recovered aqueous layer (pH ~ 11). With respect to the aqueous layer, concentratedhydrochloric acid to pH ~ 2 was added little by little and, by concentration of the resulting organic layer was extracted three times with 50mL of ethyl acetate, togive 2g Compound A214.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEMICAL CO., LTD; PARK, JONG HO; SAH, KONG CHUN; KIM, SUNG HYUN; BAEK, GYUNG LIM; RYU, CHANG HYUN; (91 pag.)KR2015/128789; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 195044-14-5, 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 195044-14-5, name is 2-Bromo-6-tert-butylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 58A[0972] 2-(benzylthio)-6-tert-butylpyridine[0973] To a solution of benzyl mercaptan (0.22 mL, 1.87 mmol) in anhydrous N,N- dimethylformamide (10 mL) was added a 1.0 M solution of potassium tert-butoxide in tetrahydrofuran (1.87 mL, 1.87 mmol) dropwise over 2 minutes. To the resulting suspension was added 2-bromo-6-tert-butylpyridine (0.20 g, 0.93 mmol), and the resulting mixture was stirred at 50 C for 16 hours. The cooled mixture was poured into water (50 mL) and extracted with ethyl acetate (50 mL), and the ethyl acetate layer was dried over Na2S04, filtered and concentrated in vacuo to give a crude product. Purification by column chromatography on silica gel using hexanes gave the titled compound. XH NMR (300 MHz, CDC13) delta ppm 1.35 (s, 9 H), 4.50 (s, 2 H), 6.93 – 7.03 (m, 2 H), 7.17 – 7.45 (m, 6 H); MS (APCI) m/z 258.3 (M+H)+.

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 195044-14-5, 2-Bromo-6-tert-butylpyridine.

Reference:
Patent; ABBVIE INC.; LI, Tao; PATEL, Sachin, V.; PERNER, Richard, J.; RANDOLPH, John, T.; SCHRIMPF, Michael, R.; WOLLER, Kevin, R.; XIA, Zhiren; ZHANG, Qingwei; WO2013/49174; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, molecular formula is C9H12BrN, 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. Product Details of 195044-14-5

Step-1: Synthesis of 1-(6-(tert-butyl)pyridin-2-yl)-2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (500 mg, 2.242 mmol, 1.0 eq) and 2-bromo-6-(tert-butyl)pyridine (586 mg, 2.690 mmol, 1.20 eq) in (12 mL) of dioxane was added potassium carbonate (619 mg, 4.484 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 10 min followed by addition of copper iodide (85 mg, 0.448 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (80 mg, 0.896 mmol, 0.4 eq) and again purged with nitrogen for 10 min, stirred at 90 C. for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-30% EtOAc in hexane] to afford the desired product, 1-(6-(tert-butyl)pyridin-2-yl)-2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (300 mg, 37.51%) as light yellow viscous.

With the rapid development of chemical substances, we look forward to future research findings about 195044-14-5.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 195044-14-5, 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 195044-14-5, name is 2-Bromo-6-tert-butylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 58A[0972] 2-(benzylthio)-6-tert-butylpyridine[0973] To a solution of benzyl mercaptan (0.22 mL, 1.87 mmol) in anhydrous N,N- dimethylformamide (10 mL) was added a 1.0 M solution of potassium tert-butoxide in tetrahydrofuran (1.87 mL, 1.87 mmol) dropwise over 2 minutes. To the resulting suspension was added 2-bromo-6-tert-butylpyridine (0.20 g, 0.93 mmol), and the resulting mixture was stirred at 50 C for 16 hours. The cooled mixture was poured into water (50 mL) and extracted with ethyl acetate (50 mL), and the ethyl acetate layer was dried over Na2S04, filtered and concentrated in vacuo to give a crude product. Purification by column chromatography on silica gel using hexanes gave the titled compound. XH NMR (300 MHz, CDC13) delta ppm 1.35 (s, 9 H), 4.50 (s, 2 H), 6.93 – 7.03 (m, 2 H), 7.17 – 7.45 (m, 6 H); MS (APCI) m/z 258.3 (M+H)+.

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 195044-14-5, 2-Bromo-6-tert-butylpyridine.

Reference:
Patent; ABBVIE INC.; LI, Tao; PATEL, Sachin, V.; PERNER, Richard, J.; RANDOLPH, John, T.; SCHRIMPF, Michael, R.; WOLLER, Kevin, R.; XIA, Zhiren; ZHANG, Qingwei; WO2013/49174; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, molecular formula is C9H12BrN, 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. Product Details of 195044-14-5

Step-1: Synthesis of 1-(6-(tert-butyl)pyridin-2-yl)-2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (500 mg, 2.242 mmol, 1.0 eq) and 2-bromo-6-(tert-butyl)pyridine (586 mg, 2.690 mmol, 1.20 eq) in (12 mL) of dioxane was added potassium carbonate (619 mg, 4.484 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 10 min followed by addition of copper iodide (85 mg, 0.448 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (80 mg, 0.896 mmol, 0.4 eq) and again purged with nitrogen for 10 min, stirred at 90 C. for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-30% EtOAc in hexane] to afford the desired product, 1-(6-(tert-butyl)pyridin-2-yl)-2-cyclopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (300 mg, 37.51%) as light yellow viscous.

With the rapid development of chemical substances, we look forward to future research findings about 195044-14-5.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C9H12BrN

Preparative Example P1Step 1 : Methyl 6-(tert-butvhpicolinate (P1a)To the solution of 2-bromo-6-(tert-butyl)pyridine (20.0 g, 93.9 mmol) in MeOH (100 mL) was added dppp (3.86 g, 9.39 mmol), Pd(OAc)2 (6.32 g, 9.39 mmol) and TauEpsilonXiAlpha (28.5 g, 281 mmol) and then the mixture was stirred under CO (4 MPa) at 70C for 12 h. The reaction mixture was filtered, concentrated and purified by CC (RhoEpsilonXi/EpsilonAlpha = 40/1) to give compound P1a (12.0 g, 66%) as a colorless oil.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C9H12BrN

Preparative Example P1Step 1 : Methyl 6-(tert-butvhpicolinate (P1a)To the solution of 2-bromo-6-(tert-butyl)pyridine (20.0 g, 93.9 mmol) in MeOH (100 mL) was added dppp (3.86 g, 9.39 mmol), Pd(OAc)2 (6.32 g, 9.39 mmol) and TauEpsilonXiAlpha (28.5 g, 281 mmol) and then the mixture was stirred under CO (4 MPa) at 70C for 12 h. The reaction mixture was filtered, concentrated and purified by CC (RhoEpsilonXi/EpsilonAlpha = 40/1) to give compound P1a (12.0 g, 66%) as a colorless oil.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C9H12BrN

Preparative Example P1Step 1 : Methyl 6-(tert-butvhpicolinate (P1a)To the solution of 2-bromo-6-(tert-butyl)pyridine (20.0 g, 93.9 mmol) in MeOH (100 mL) was added dppp (3.86 g, 9.39 mmol), Pd(OAc)2 (6.32 g, 9.39 mmol) and TauEpsilonXiAlpha (28.5 g, 281 mmol) and then the mixture was stirred under CO (4 MPa) at 70C for 12 h. The reaction mixture was filtered, concentrated and purified by CC (RhoEpsilonXi/EpsilonAlpha = 40/1) to give compound P1a (12.0 g, 66%) as a colorless oil.

The synthetic route of 195044-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem