Category: 73112-16-0

Synthetic Route of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dibromo-4-methylpyridine (D2, 1.279g, 5.098mmol) was dissolved in anhydrous dimethylsulfoxide (12ml) and stirred at room temperature. Hydrazine monohydrate (0.99ml, 20.39mmol, 4eq.) was added slowly and the mixture was then stirred at room temperature for 3 hours and then at 12O0C for 18 hours. The mixture was cooled to room temperature and poured into water and the resulting precipitate was collected by filtration, washed with water and dried to give the title compound (881 mg, 85%) as a beige coloured solid. LCMS (method A): major peak, Rt = 1.60mins; MH+ 202, 204.

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/68652; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dibromo-4-methylpyridine (D2, 1.279g, 5.098mmol) was dissolved in anhydrous dimethylsulfoxide (12ml) and stirred at room temperature. Hydrazine monohydrate (0.99ml, 20.39mmol, 4eq.) was added slowly and the mixture was then stirred at room temperature for 3 hours and then at 12O0C for 18 hours. The mixture was cooled to room temperature and poured into water and the resulting precipitate was collected by filtration, washed with water and dried to give the title compound (881 mg, 85%) as a beige coloured solid. LCMS (method A): major peak, Rt = 1.60mins; MH+ 202, 204.

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/68652; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Sodium tert-butoxide (0.15 g, 1.56 mmol) and l,l’-bis(di-tert- butylphsophino)ferrocene palladium dichloride (0.078 g, 0.12 mmol) were added to a mixture of 2,6-dibromo-4-methyl pyridine (0.301 g, 1.2 mmol) and tert-butyl carbamate (0.141 g, 1.2 mmol) in nitrogen sparged toluene (3 mL). The slurry was evacuated and refilled with nitrogen. After stirring at 60 C for 4 hours, the solution was cooled to 25 C, water (1 mL) was added and then the mixture extracted with ethyl actetate (2 x 50 mL), dried ( a2S04), filtered and concentrated in reduced pressure. The residue was chromatographed on silica gel to afford tert- butyl (6-bromo-4-methylpyridin-2-yl)carbamate as a white solid (0.3 g, 1.05 mmol). ‘H NMR (600 MHz, CDC13) delta 7.7 (s, 1H), 7.13 (s, 1H), 6.95 (s, 1H), 2.29 (s, 3H), 1.49 (s, 9H).

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5Br2N

Compound II-2 (2.51 g, 10 mmol), Compound III (1.07 g, 10 mmol),Pd(OAc) 2 (0.22 g, 1 mmol), BINAP (2,2′-bisdiphenylphosphino-1,1′-binaphthyl,0.62 g, 1 mmol) and t-BuOK (2.24 g, 20 mmol) were added to 50 mL of dry 1,2-dimethoxyethane (DME).The reaction mixture was stirred overnight under a nitrogen atmosphere and was confirmed by TLC.The reaction mixture was carefully poured into 200 mL of ice water, stirred, and extracted with 50 mL×3 CH 2 Cl 2 .The extract phases were combined, washed with 1% diluted hydrochloric acid and brine and dried over anhydrous sodium sulfate.The desiccant was removed by suction filtration, and the filtrate was evaporated to dryness on a rotary evaporator.Compound IV-2 was obtained.

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, 73112-16-0, 2,6-Dibromo-4-methylpyridine.

Reference:
Patent; Foshan Hanfang Zhongyi Hospital Co., Ltd.; Zhu Bin; (8 pag.)CN109988147; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73112-16-0, Adding some certain compound to certain chemical reactions, such as: 73112-16-0, name is 2,6-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 73112-16-0.

(Synthesis of aromatic compound P2)Aromatic compound P2 was synthesized according to the following reaction formula. [Chemical Formula 119]Aromatic compound P2[0139] First, compound 2(l,4-bis-(2-bromo-4-methylpyridm-6-yl)-3,4-diaminobenzene) to be used as the starting material was synthesized via 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole.[0140] Specifically, 4.930 g of 2,6-dibromo-4-methylpyridine (0.0196 mol) and 0.762 g of 4,7-bis-pinacolato-diborane-2,l ,3-benzothiadiazole (0.00196 mol) were dissolved in 120 ml of toluene to obtain a toluene solution. To the toluene solution there were added 10 ml of an aqueous solution dissolving 10 g of K2C03, and 0.032 g of trioctylmethylammonium chloride (trade name: Aliquat336 by Aldrich Co., hereunder referred to as “Aliquat336”). After deaerating the solution with argon, 0.1132 g of tetrakis-(triphenylphosphin)-Pd(0)(0.098 mmol) was added and the mixture was heated at 80C for 1 week. This was followed by column purification (dichloromethane/hexane/ethyl acetate) to obtain 0.507 g of 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole at a yield of 54% .Results of NMR analysis and MS analysis of 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole-NMR (250 MHz, CD2C12): delta = 8.684 ppm (s, 2H); 8.625 ppm (s, 2H); 7.385 ppm (s, 2H); 2.484 ppm (s, 6H)MS(FD, 8 kV) Found: m/z 476.2 (M ), Calculated: m/z: 476.19 (M+)

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. 73112-16-0, 2,6-Dibromo-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Max Planck Gesellschaft zur Foerderung der Wissenschaften e. V.; KOSHINO, Nobuyoshi; HIGASHIMURA, Hideyuki; MUELLEN, Klaus; MALOTKI, Christian von; SU, Qi; BAUMGARTEN, Martin; NOROUZI-ARASI, Hassan; ARNOLD, Lena; LIU, Ruili; WO2011/52805; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H5Br2N

Compound II-2 (2.51 g, 10 mmol), Compound III (1.07 g, 10 mmol),Pd(OAc) 2 (0.22 g, 1 mmol), BINAP (2,2′-bisdiphenylphosphino-1,1′-binaphthyl,0.62 g, 1 mmol) and t-BuOK (2.24 g, 20 mmol) were added to 50 mL of dry 1,2-dimethoxyethane (DME).The reaction mixture was stirred overnight under a nitrogen atmosphere and was confirmed by TLC.The reaction mixture was carefully poured into 200 mL of ice water, stirred, and extracted with 50 mL×3 CH 2 Cl 2 .The extract phases were combined, washed with 1% diluted hydrochloric acid and brine and dried over anhydrous sodium sulfate.The desiccant was removed by suction filtration, and the filtrate was evaporated to dryness on a rotary evaporator.Compound IV-2 was obtained.

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, 73112-16-0, 2,6-Dibromo-4-methylpyridine.

Reference:
Patent; Foshan Hanfang Zhongyi Hospital Co., Ltd.; Zhu Bin; (8 pag.)CN109988147; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73112-16-0, Adding some certain compound to certain chemical reactions, such as: 73112-16-0, name is 2,6-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 73112-16-0.

(Synthesis of aromatic compound P2)Aromatic compound P2 was synthesized according to the following reaction formula. [Chemical Formula 119]Aromatic compound P2[0139] First, compound 2(l,4-bis-(2-bromo-4-methylpyridm-6-yl)-3,4-diaminobenzene) to be used as the starting material was synthesized via 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole.[0140] Specifically, 4.930 g of 2,6-dibromo-4-methylpyridine (0.0196 mol) and 0.762 g of 4,7-bis-pinacolato-diborane-2,l ,3-benzothiadiazole (0.00196 mol) were dissolved in 120 ml of toluene to obtain a toluene solution. To the toluene solution there were added 10 ml of an aqueous solution dissolving 10 g of K2C03, and 0.032 g of trioctylmethylammonium chloride (trade name: Aliquat336 by Aldrich Co., hereunder referred to as “Aliquat336”). After deaerating the solution with argon, 0.1132 g of tetrakis-(triphenylphosphin)-Pd(0)(0.098 mmol) was added and the mixture was heated at 80C for 1 week. This was followed by column purification (dichloromethane/hexane/ethyl acetate) to obtain 0.507 g of 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole at a yield of 54% .Results of NMR analysis and MS analysis of 4,7-bis-(2-bromo-4-methylpyridin-6-yl)-2, 1 ,3-benzothiadiazole-NMR (250 MHz, CD2C12): delta = 8.684 ppm (s, 2H); 8.625 ppm (s, 2H); 7.385 ppm (s, 2H); 2.484 ppm (s, 6H)MS(FD, 8 kV) Found: m/z 476.2 (M ), Calculated: m/z: 476.19 (M+)

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. 73112-16-0, 2,6-Dibromo-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Max Planck Gesellschaft zur Foerderung der Wissenschaften e. V.; KOSHINO, Nobuyoshi; HIGASHIMURA, Hideyuki; MUELLEN, Klaus; MALOTKI, Christian von; SU, Qi; BAUMGARTEN, Martin; NOROUZI-ARASI, Hassan; ARNOLD, Lena; LIU, Ruili; WO2011/52805; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73112-16-0 ,Some common heterocyclic compound, 73112-16-0, molecular formula is C6H5Br2N, 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.

Preparative Example 3 – Tert-butyl (6-bromo-4-methylpyridin-2-yl)carbamate (PrepEx-3)[00186] Into a flask were added tert-butyl carbamate (5.6 g, 47.8 mmol) and 2,6-dibromo-4-methyl-pyridine (12 g, 47.8 mmol) followed by degassed 2-MeTHF (120 mL). Solid sodium tert-butoxide (4.6 g, 47.8 mmol) was then added followed bytris(dibenzylideneacetone)dipalladium(0) (1.1 g, 1.2 mmol) and l,l’-bis(di-tert- butylphosphino)ferrocene (1.1 g, 2.4 mmol), and the solution evacuated and refilled with nitrogen 3 times. The solution was heated to 70 C for 4 h and then cooled to rt. The mixture was treated with water (20 mL) and EtOAc (100 mL) and filtered through Celite. The organic solution was washed with brine (100 mL) and then concentrated under reduced pressure. The resulting residue was purified via silica gel chromatography to afford tert-butyl (6-bromo-4- methylpyridin-2-yl)carbamate (11.2 g, 82%) as a white solid. MS ESI calcd for CnH15BrN202 [M + H]+ 287, found 287. 1H NMR (600 MHz, CDC13) delta 7.70 (s, 1H), 7.13 (s, 1H), 6.95 (s, 1H), 2.29 (s, 3H), 1.49 (s, 9H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73112-16-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ROMEO, Eric Thomas; MACHACEK, Michelle, R.; TROTTER, Benjamin Wesley; MILLER, Thomas Allen; ANDRESEN, Brian Michael; ANTHONY, Neville John; TAOKA, Brandon, M.; LIU, Yuan; WO2012/151137; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 73112-16-0 ,Some common heterocyclic compound, 73112-16-0, molecular formula is C6H5Br2N, 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.

Preparative Example 3 – Tert-butyl (6-bromo-4-methylpyridin-2-yl)carbamate (PrepEx-3)[00186] Into a flask were added tert-butyl carbamate (5.6 g, 47.8 mmol) and 2,6-dibromo-4-methyl-pyridine (12 g, 47.8 mmol) followed by degassed 2-MeTHF (120 mL). Solid sodium tert-butoxide (4.6 g, 47.8 mmol) was then added followed bytris(dibenzylideneacetone)dipalladium(0) (1.1 g, 1.2 mmol) and l,l’-bis(di-tert- butylphosphino)ferrocene (1.1 g, 2.4 mmol), and the solution evacuated and refilled with nitrogen 3 times. The solution was heated to 70 C for 4 h and then cooled to rt. The mixture was treated with water (20 mL) and EtOAc (100 mL) and filtered through Celite. The organic solution was washed with brine (100 mL) and then concentrated under reduced pressure. The resulting residue was purified via silica gel chromatography to afford tert-butyl (6-bromo-4- methylpyridin-2-yl)carbamate (11.2 g, 82%) as a white solid. MS ESI calcd for CnH15BrN202 [M + H]+ 287, found 287. 1H NMR (600 MHz, CDC13) delta 7.70 (s, 1H), 7.13 (s, 1H), 6.95 (s, 1H), 2.29 (s, 3H), 1.49 (s, 9H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73112-16-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ROMEO, Eric Thomas; MACHACEK, Michelle, R.; TROTTER, Benjamin Wesley; MILLER, Thomas Allen; ANDRESEN, Brian Michael; ANTHONY, Neville John; TAOKA, Brandon, M.; LIU, Yuan; WO2012/151137; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73112-16-0, Adding some certain compound to certain chemical reactions, such as: 73112-16-0, name is 2,6-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 73112-16-0.

To a solution of 2,6-dibromo-4-methyl-pyridine (5.1 g, 20.4 mmol) and 4-[l-(4-Methoxy-benzyl)-l H-pyrazol-4-yl]-pyridin-2-ylamine (5.2 g, 18.6 mmol) in dioxane (150 mL) was added sodium tert-butoxide (1.96 g, 20.4 mmol) and then l, l ‘-bis(di-t- butylphosphino)ferrocene palladium dichloride (1.2 g, cat.) was added. The mixture was degassed by nitrogen for 3 times and then refluxed for 15h. The mixture was partitioned between water and EtOAc, and the organic layers were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified via flash- chromatography on silica gel (30 % EtOAc in petroleum ether) to give (6-Bromo-4-methyl- pyridin-2-yl)- {4-[l-(4-methoxy-benzyl) -lH-pyrazol-4-yl]-pyridin-2-yl}-amine (3.0 g, yield 36.1 %) as a light yellow solid. MS ESI calc’d. For: C22 H20BrN5O [M + H]+ 450, found 450.

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ANDRESEN, Brian, M.; ANTHONY, Neville, J.; MILLER, Thomas, A.; WO2014/74422; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem