Simple exploration of 5-Bromo-6-methoxypicolinaldehyde

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206775-52-1, its application will become more common.

Electric Literature of 1206775-52-1 ,Some common heterocyclic compound, 1206775-52-1, molecular formula is C7H6BrNO2, 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.

(2) Tetrakistriphenylphosphine palladium (403 mg), phenylboronic acid (510 mg) and a 2 M sodium carbonate solution (3.5 mL) were sequentially added to a solution of 5-bromo-6-methoxypyridine-2-carbaldehyde (753 mg) in 1,2-dimethoxyethane (23 mL) in a nitrogen atmosphere, and the mixture was stirred at 80 C. for three hours. Water was added to the reaction solution at room temperature, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1?1:1) and further purified by silica gel column chromatography (hexane:ethyl acetate=50:1) to give 6-methoxy-5-phenylpyridine-2-carbaldehyde (445 mg, 60%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206775-52-1, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD.; US2011/237791; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 5-Bromo-6-methoxypicolinaldehyde

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206775-52-1, its application will become more common.

Electric Literature of 1206775-52-1 ,Some common heterocyclic compound, 1206775-52-1, molecular formula is C7H6BrNO2, 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.

(2) Tetrakistriphenylphosphine palladium (403 mg), phenylboronic acid (510 mg) and a 2 M sodium carbonate solution (3.5 mL) were sequentially added to a solution of 5-bromo-6-methoxypyridine-2-carbaldehyde (753 mg) in 1,2-dimethoxyethane (23 mL) in a nitrogen atmosphere, and the mixture was stirred at 80 C. for three hours. Water was added to the reaction solution at room temperature, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1?1:1) and further purified by silica gel column chromatography (hexane:ethyl acetate=50:1) to give 6-methoxy-5-phenylpyridine-2-carbaldehyde (445 mg, 60%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206775-52-1, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD.; US2011/237791; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 5-Bromo-6-methoxypicolinaldehyde

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, 1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde.

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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde. A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrNO2

To a stirred suspension of 5-bromo-6- methoxypicolinaldehyde (1.9 g, 8.6 mmol) in EtOH/water (22 mL, 10/1) hydroxylamine hydrochloride (1.2 g, 17.2 mmol) and sodium acetate (2.1 g, 25.8 mmol) were added. The mixture was stirred at room temperature for 1 hour, concentrated in vacuo, water (40 mL) was added and it was stirred for 1 hour. The solids were filtered off and washed with water to afford 5-bromo-6-methoxypicolinaldehyde oxime (1.8 g, 92%) as a beige solid. ?H NMR (CDC13, 300 MHz) 8.08 (s, 1H), 7.80 (d, I = 7.9 Hz, 1H), 7.54 (s, 1H), 7.21 (d, I = 7.9 Hz, 1H), 4.03 (s, 3H).

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, 1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5-Bromo-6-methoxypicolinaldehyde

The synthetic route of 1206775-52-1 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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-6-methoxypicolinaldehyde

(1) (5R) -5 – [(1,3- benzothiazol-2-ylsulfonyl) methyl] pyrrolidin-2-one (2.80 g), in tetrahydrofuran (170 mL) solution of lithium chloride (824 mg), argon gas atmosphere, at -78 , toluene solution (0.5M, 39mL) of potassium hexamethyldisilazide, and the mixture was stirred at the same temperature for 1 hour. Tetrahydrofuran (10 mL) solution was added to thereto 5-bromo-6-methoxy-pyridine-2-carbaldehyde (1.75g), and stirred at the same temperature for 30 minutes. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, after filtration, concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform: ethyl acetate = 50: 50) to give, (5R) -5 – [(Z) -2- (5- bromo-6-methoxy-pyridin-2-yl) ethenyl] pyrrolidin-2-one (900 mg) as a pale yellow oily substance.

The synthetic route of 1206775-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5-Bromo-6-methoxypicolinaldehyde

The synthetic route of 1206775-52-1 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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-6-methoxypicolinaldehyde

(1) (5R) -5 – [(1,3- benzothiazol-2-ylsulfonyl) methyl] pyrrolidin-2-one (2.80 g), in tetrahydrofuran (170 mL) solution of lithium chloride (824 mg), argon gas atmosphere, at -78 , toluene solution (0.5M, 39mL) of potassium hexamethyldisilazide, and the mixture was stirred at the same temperature for 1 hour. Tetrahydrofuran (10 mL) solution was added to thereto 5-bromo-6-methoxy-pyridine-2-carbaldehyde (1.75g), and stirred at the same temperature for 30 minutes. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, after filtration, concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform: ethyl acetate = 50: 50) to give, (5R) -5 – [(Z) -2- (5- bromo-6-methoxy-pyridin-2-yl) ethenyl] pyrrolidin-2-one (900 mg) as a pale yellow oily substance.

The synthetic route of 1206775-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5-Bromo-6-methoxypicolinaldehyde

The synthetic route of 1206775-52-1 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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 5-Bromo-6-methoxypicolinaldehyde

(1) (5R) -5 – [(1,3- benzothiazol-2-ylsulfonyl) methyl] pyrrolidin-2-one (2.80 g), in tetrahydrofuran (170 mL) solution of lithium chloride (824 mg), argon gas atmosphere, at -78 , toluene solution (0.5M, 39mL) of potassium hexamethyldisilazide, and the mixture was stirred at the same temperature for 1 hour. Tetrahydrofuran (10 mL) solution was added to thereto 5-bromo-6-methoxy-pyridine-2-carbaldehyde (1.75g), and stirred at the same temperature for 30 minutes. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, after filtration, concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform: ethyl acetate = 50: 50) to give, (5R) -5 – [(Z) -2- (5- bromo-6-methoxy-pyridin-2-yl) ethenyl] pyrrolidin-2-one (900 mg) as a pale yellow oily substance.

The synthetic route of 1206775-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 1206775-52-1

Statistics shows that 1206775-52-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-6-methoxypicolinaldehyde.

Synthetic Route of 1206775-52-1, 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.1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde, molecular formula is C7H6BrNO2, molecular weight is 216.032, as common compound, the synthetic route is as follows.

5-Bromo-6-methoxypyridine-2-carboxaldehyde (15 g, 69.3 mmol, 1 eq.) Was dissolved in 300 ml of dichloromethane, and the temperature was lowered to -78 C. Under nitrogen protection, diethylaminosulfur trifluoride (44.7 g, 277.2 mmol, 4 eq.) Was added dropwise. After completion of the dropwise addition, the reaction was carried out at 18 C for 18 hours.After the reaction was completed, the reaction solution was dropped into ice water and made alkaline with a saturated sodium bicarbonate solution. Extraction with dichloromethane, concentration of the organic phase and column chromatography gave 15 g of 3-bromo-6- (difluoromethyl) -2-methoxypyridine as a white solid with a yield of 91%.

Statistics shows that 1206775-52-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-6-methoxypicolinaldehyde.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Xu Xiangcheng; Liu Chao; (10 pag.)CN110724091; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 1206775-52-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde, and friends who are interested can also refer to it.

Application of 1206775-52-1, 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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde. A new synthetic method of this compound is introduced below.

Preparation 79(5-B romo-6-methoxypyrid i n-2-yl)-N-methyl methanam ine5-Bromo-6-methoxypicolinaldehyde of preparation 78 (69 mg, 0.32 mmol) in a solution of NH2CH3 in THF (2M, 3ml_) was stirred under nitrogen at room temperature for 45 mins, and LCMS showed a mass of 230 which indicated the presence of the iminium ion. Sodium borohydride (36.2 mg, 0.957 mmol) was added, and the reaction was stirred at room temperature overnight. The desired product was detected by LCMS, and the reaction was quenched with MeOH (0.5 mL) and water (10ml), then partitioned with EtOAc (10 mL). The organic layer was dried over sodium sulfate, filtered and evaporated to give the title compound as a yellow oil (47 mg), which was taken into the next step without further purification.MS: ESI+ m/z 231 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong; WO2011/138751; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem