Simple exploration of 1190319-62-0

The chemical industry reduces the impact on the environment during synthesis 1190319-62-0, I believe this compound will play a more active role in future production and life.

Related Products of 1190319-62-0, 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.1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H5BrN2O, molecular weight is 213.03, as common compound, the synthetic route is as follows.

Pottasium tert-butoxide (0.03 g, 0.27 mmol) was added to a suspension of 6-bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one (preparation 16c, 0.87 g, 4.1 mmol) in dimethylsulphoxide (4 mL) and, after stirring for 10 minutes at room temperature, the mixture was heated to 40-45 C and methyl acrylate (1.14 mL, 12.71 mmol) was added dropwise over 60 minutes. After the addition, the mixture was stirred for 2 hours and then further potassium tert-butoxide (1.4 g, 12.21 mmol) was added portionwise over 30 minutes keeping the temperature below 50 C. The mixture was then heated to 100 C and stirred for 2 hours. Water (20 mL) was added and heating was continued at 85 C for 2 hours and then the mixture was left to cool overnight. Ethyl acetate was added and the organic layer was washed with water, brine, dried (MgSO4) and evaporated to give the title compound (0.60 g, 50%) as a white solid. LRMS (m/z): 293/295 (M-1)+. 1H-NMR delta (CDCl3): 2.14 (m, 2H), 2.27 (m, 2H), 2.73 (m, 2H), 3.01 (m, 2H), 7.40 (d, J=1.5 Hz, 1H), 8.29 (d, J=1.5 Hz, 1H), 8.44 (br s, 1H).

The chemical industry reduces the impact on the environment during synthesis 1190319-62-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 1190319-62-0

The chemical industry reduces the impact on the environment during synthesis 1190319-62-0, I believe this compound will play a more active role in future production and life.

Related Products of 1190319-62-0, 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.1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H5BrN2O, molecular weight is 213.03, as common compound, the synthetic route is as follows.

Pottasium tert-butoxide (0.03 g, 0.27 mmol) was added to a suspension of 6-bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one (preparation 16c, 0.87 g, 4.1 mmol) in dimethylsulphoxide (4 mL) and, after stirring for 10 minutes at room temperature, the mixture was heated to 40-45 C and methyl acrylate (1.14 mL, 12.71 mmol) was added dropwise over 60 minutes. After the addition, the mixture was stirred for 2 hours and then further potassium tert-butoxide (1.4 g, 12.21 mmol) was added portionwise over 30 minutes keeping the temperature below 50 C. The mixture was then heated to 100 C and stirred for 2 hours. Water (20 mL) was added and heating was continued at 85 C for 2 hours and then the mixture was left to cool overnight. Ethyl acetate was added and the organic layer was washed with water, brine, dried (MgSO4) and evaporated to give the title compound (0.60 g, 50%) as a white solid. LRMS (m/z): 293/295 (M-1)+. 1H-NMR delta (CDCl3): 2.14 (m, 2H), 2.27 (m, 2H), 2.73 (m, 2H), 3.01 (m, 2H), 7.40 (d, J=1.5 Hz, 1H), 8.29 (d, J=1.5 Hz, 1H), 8.44 (br s, 1H).

The chemical industry reduces the impact on the environment during synthesis 1190319-62-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1190319-62-0, its application will become more common.

Application of 1190319-62-0, 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 1190319-62-0 as follows.

Step 4: A solution of 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 H)-one (5.7 g, 24.6 mmol) in dry DMF (10 mL) was added dropwise to a stirred suspension NaH (60% dispersion in oil, 5.91 g, 148 mmol) in dry DMF (50 mL) under Ar at 0C. After complete addition, the mixture was stirred for 15 mm before dropwise addition of a solution of I ,2-dibromoethane (6.36 mL, 73.8 mmol) in dry DMF (10 mL).The brown reaction mixture was stirred at rt for 18 h. The mixture was reduced in volume and diluted with EtOAc (100 mL) and water (100 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2x 100 mL). The combined organic layer was washed with brine, dried over Na2SC4 and evaporated. Purification by column chromatography (silica, 33% EtCAc in heptane), followed by titruation from CH2CI2 afforded 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 ?H)-one (3.62 g,14.4 mmol, 58%) as a yellow solid. LCMS: calculated for [M+H]: 241, found: 241, isotope pattern present.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1190319-62-0, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; JAKOB, Florian; KONETZKI, Ingo; CRAAN, Tobias; HESSLINGER, Christian; DOODEMAN, Robin; (0 pag.)WO2016/8593; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, 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, Computed Properties of C7H5BrN2O, blongs to pyridine-derivatives compound. Computed Properties of C7H5BrN2O

Example 76 Preparation of intermediate E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one To the mixture of 6-bromo-4-aza-2-oxindole (Sinova, 0.3 g, 1.4 mmol) and 3-chloro-2-fluorobenzaldehyde (Oakwood, 0.45 g, 2.8 mmol) in methanol (20 mL) was added piperidine (Aldrich, 0.36 g, 4.2 mmol) dropwise. The reaction mixture was heated at 50 C. and stirred for 3 h. Then the mixture was cooled to room temperature and filtered. The resulting precipitate was collected and dried to give the first batch of desired product. The filtrate was concentrated, and the residue was purified by chromatography (25-50% EtOAc in hexanes) to give the second batch of product. The two batches were combined to give E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one as a yellow solid (0.35 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Karnachi, Prabha Saba; Liu, Jin-Jun; So, Sung-Sau; Zhang, Jing; Zhang, Zhuming; US2012/46306; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, 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, Computed Properties of C7H5BrN2O, blongs to pyridine-derivatives compound. Computed Properties of C7H5BrN2O

Example 76 Preparation of intermediate E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one To the mixture of 6-bromo-4-aza-2-oxindole (Sinova, 0.3 g, 1.4 mmol) and 3-chloro-2-fluorobenzaldehyde (Oakwood, 0.45 g, 2.8 mmol) in methanol (20 mL) was added piperidine (Aldrich, 0.36 g, 4.2 mmol) dropwise. The reaction mixture was heated at 50 C. and stirred for 3 h. Then the mixture was cooled to room temperature and filtered. The resulting precipitate was collected and dried to give the first batch of desired product. The filtrate was concentrated, and the residue was purified by chromatography (25-50% EtOAc in hexanes) to give the second batch of product. The two batches were combined to give E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one as a yellow solid (0.35 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Karnachi, Prabha Saba; Liu, Jin-Jun; So, Sung-Sau; Zhang, Jing; Zhang, Zhuming; US2012/46306; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

According to the analysis of related databases, 1190319-62-0, the application of this compound in the production field has become more and more popular.

Application of 1190319-62-0, 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. 1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H5BrN2O, 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.

Pottasium tert-butoxide (0.03 g, 0.27 mmol) was added to a suspension of 6-bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one (preparation 30c, 0.87 g, 4.1 mmol) in dimethylsulphoxide (4 mL) and, after stirring for 10 minutes at room temperature, the mixture was heated to 40-45 C and methyl acrylate (1.14 mL, 12.71 mmol) was added dropwise over 60 minutes. After the addition, the mixture was stirred for 2 hours and then further potassium tert-butoxide (1.4 g, 12.21 mmol) was added portionwise over 30 minutes keeping the temperature below 50 C. The mixture was then heated to 100 C and stirred for 2 hours. Water (20 mL) was added and heating was continued at 85 C for 2 hours and then the mixture was left to cool overnight. Ethyl acetate was added and the mixture was washed with water, brine, dried (MgSO4) and evaporated to give the title compound (0.60 g, 50%) as a white solid. LRMS (m/z): 293/295 (M-1)+. 1H-NMR delta (CDCl3): 2.14 (m, 2H), 2.27 (m, 2H), 2.73 (m, 2H), 3.01 (m, 2H), 7.40 (d, J=1.5 Hz, 1H), 8.29 (d, J=1.5 Hz, 1H), 8.44 (brs, 1H).

According to the analysis of related databases, 1190319-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2108641; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

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 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one.

Application of 1190319-62-0, 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 1190319-62-0, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Add the compound 1E (10 g, 46 mmol) obtained in the previous step to DMF (100 ml), and then add potassium carbonate (12.8 g, 93 mmol) and(R) -cyclohexyl (phenyl) methyl methanesulfonate (25g, 93mmol) (synthesized according to the method described in patent WO2015100282A1), heating the obtained reaction solution to 60 degrees Celsius, and stirring the reaction overnight,TLC showed that the reaction was completed. The reaction solution was poured into 500 ml of water and extracted with ethyl acetate (2 × 500 mL).The combined organic phases were washed with a saturated sodium chloride solution (3 × 500 mL), the organic phases were dried over anhydrous sodium sulfate,The desiccant was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 3: 1 to 1: 1 (volume ratio V: V)) to obtain the target compound 1F (8.2 g , White solid), yield 46%.

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 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one.

Reference:
Patent; Wuhan Yukeyuan Pharmaceutical Biological Technology Co., Ltd.; Fang Huaxiang; Yu Bin; Li Fangfang; Zhang Xiaolin; Che Peng; Xu Yong; (18 pag.)CN110357878; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem