Category: 1214328-96-7

Reference of 1214328-96-7 ,Some common heterocyclic compound, 1214328-96-7, molecular formula is C7H5BrClNO2, 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 the solution of methyl 3-bromo-6-chloropyridine-2-carboxylate (5.0 g, 19.9 mmol) and MeOH (1.0 mL, 25.8 mmol) in THF (15.0 mL, freshly dried over NaH) was added /-BuOK (29.8 mL, 29.8 mmol, 1 M in THF) slowly over 20 min at 0 C under N2 atmosphere. The reaction mixture was stirred at 0 C for 5 min. The reaction mixture was quenched with ice-cold sat. NH4Cl solution (30.0 mL), and extracted with EtOAc (50.0 mL x 2) rapidly. The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by flash silica gel chromatography (40 g column, EtOAc in petroleum ether from 0% ~ 10%) to give methyl-3 -bromo-6-methoxypyridine-2- carboxylate (4.5 g, 92.0% yield) as a colorless oil.

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. 1214328-96-7, Methyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

[01474] Step 2: Synthesis of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate[01475] 0 a stjrre(j so]u ion of methyl 3-bromo-6-chloropyridine-2-carboxylate ( 1 .92 g, 7.67 mmol) in TFA ( 1 8ml) was added hydrogen peroxide (30% w/w aqueous solution, 5.22 ml, 53.7 mmol) and the reaction mixture was heated at 60C for 21 h. The reaction mixture was then cooled and slowly poured onto saturated 2C03 solution ( 100ml), followed by extraction of the aqueous layer with EtOAc (3x 100ml), washing of the combined organic phases with brine (2x50ml), drying (Na2S04) and evaporation. The desired 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin- l -ium- l -olate (2.6 l g, -75% purity) was used crude in the next stage of the synthesis without any further purification. To the crude 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin-l -ium- l – olate (-75% purity, 2.61 g, 7.35 mmol) was added POCl3 (3.42 ml, 36.7 mmol) and the solution was heated to 100C for 4h. After cooling the POCI3 was remove in vacuo to give a white solid which was columned over silica eluting with 0% to 10%) of EtOAc in heptane to afford the title compound as a pale yellow powder (1 .07 g, 49% over two steps). LC-MS 99%, 2.02 min (3.5 minute LC-MS method), m/z= 283.7/285.7/287.7, NMR (500 MHz, Chloroform-d) delta ppm 7.56 (s, 1 H) 4.00 (s, 3 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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1214328-96-7 ,Some common heterocyclic compound, 1214328-96-7, molecular formula is C7H5BrClNO2, 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 the solution of methyl 3-bromo-6-chloropyridine-2-carboxylate (5.0 g, 19.9 mmol) and MeOH (1.0 mL, 25.8 mmol) in THF (15.0 mL, freshly dried over NaH) was added /-BuOK (29.8 mL, 29.8 mmol, 1 M in THF) slowly over 20 min at 0 C under N2 atmosphere. The reaction mixture was stirred at 0 C for 5 min. The reaction mixture was quenched with ice-cold sat. NH4Cl solution (30.0 mL), and extracted with EtOAc (50.0 mL x 2) rapidly. The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by flash silica gel chromatography (40 g column, EtOAc in petroleum ether from 0% ~ 10%) to give methyl-3 -bromo-6-methoxypyridine-2- carboxylate (4.5 g, 92.0% yield) as a colorless oil.

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. 1214328-96-7, Methyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

[01474] Step 2: Synthesis of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate[01475] 0 a stjrre(j so]u ion of methyl 3-bromo-6-chloropyridine-2-carboxylate ( 1 .92 g, 7.67 mmol) in TFA ( 1 8ml) was added hydrogen peroxide (30% w/w aqueous solution, 5.22 ml, 53.7 mmol) and the reaction mixture was heated at 60C for 21 h. The reaction mixture was then cooled and slowly poured onto saturated 2C03 solution ( 100ml), followed by extraction of the aqueous layer with EtOAc (3x 100ml), washing of the combined organic phases with brine (2x50ml), drying (Na2S04) and evaporation. The desired 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin- l -ium- l -olate (2.6 l g, -75% purity) was used crude in the next stage of the synthesis without any further purification. To the crude 3-bromo-6-chloro-2- (methoxycarbonyl)pyridin-l -ium- l – olate (-75% purity, 2.61 g, 7.35 mmol) was added POCl3 (3.42 ml, 36.7 mmol) and the solution was heated to 100C for 4h. After cooling the POCI3 was remove in vacuo to give a white solid which was columned over silica eluting with 0% to 10%) of EtOAc in heptane to afford the title compound as a pale yellow powder (1 .07 g, 49% over two steps). LC-MS 99%, 2.02 min (3.5 minute LC-MS method), m/z= 283.7/285.7/287.7, NMR (500 MHz, Chloroform-d) delta ppm 7.56 (s, 1 H) 4.00 (s, 3 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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, Adding some certain compound to certain chemical reactions, such as: 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate,molecular formula is C7H5BrClNO2, 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 1214328-96-7.

At 0 C., to a solution of methyl 3-bromo-6-chloropyridine-2-carboxylate (700 mg, 2.81 mmol) in methanol (15 mL) was added sodium borohydride (534 mg, 14.06 mmol) in portions. The resulting mixture was then stirred room temperature for 4 h. The reaction was quenched with water (80 mL) carefully and the mixture was extracted with ethyl acetate (80 mL*3). The combined organic phase was washed with brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in petroleum ether (25% to 60% gradient) to yield (3-bromo-6-chloropyridin-2-yl)methanol as light yellow oil (395 mg, 64%). MS: m/z=221.8 [M+H]+.

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. 1214328-96-7, Methyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate, molecular formula is C7H5BrClNO2, molecular weight is 250.48, as common compound, the synthetic route is as follows.Formula: C7H5BrClNO2

B) methyl 6-chloro-3-((E)-2-ethoxyvinyl)pyridine-2-carboxylate To a mixture of methyl 3-bromo-6-chloropyridine-2-carboxylate (2.00 g) in acetonitrile (30 mL) and water (20 mL) were added 2-((E)-2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.42 g), tripotassium phosphate (3.39 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (328 mg) and palladium(II) acetate (90 mg), and the mixture was stirred under nitrogen atmosphere at 60C for 2 hr. The reaction mixture was cooled to room temperature, and diluted with ethyl acetate, and the insoluble substance was removed by filtration. The filtrate was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (560 mg). 1H NMR (400 MHz, DMSO-d6) delta 1.28 (3H, t, J = 7.6 Hz), 3.88 (3H, s), 3.90-4.00 (2H, m), 6.27 (1H, d, J = 12.8 Hz), 7.43 (1H, d, J = 12.8 Hz), 7.60 (1H, d, J = 8.8 Hz), 8.16 (1H, d, J = 8.8 Hz) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214328-96-7, Methyl 3-bromo-6-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOGO, Takatoshi; YOSHIKAWA, Masato; SAITOH, Morihisa; KATOH, Taisuke; SEKI, Tomohiro; NAKADA, Yoshihisa; (148 pag.)EP3366684; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Synthesis of 3-bromo-4,6-dichloro-pyridine-2-carboxylic acid methyl ester.2.1 Preparation of 3-bromo-6-chloro-pyridine-2-carboxylic acid N-oxideUrea hydrogen peroxide (65.32 g, 347.2 mmol) was added portionwise to a solution of trifluoroacetic anhydride (145.8 g, 694.4 mmol, 96.5 mL) in dichloromethane (577 mL) at 0 C. 3-Bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (27.18 g, 108.5 mmol) was added to the mixture portionwise and the reaction was stirred at room temperature for 19 h. The reaction was quenched by the addition of water, and the organic layer was washed with water and saturated aqueous K2C03. The organic layer was dried (MgS04) and concentrated in vacuo to give 3-bromo-6-chloro-pyridine-2-carboxylic acid N-oxide as a yellow oil.Characterising data for the compound are as follows: NMR (400 MHz, CD3OD) delta ppm 7.77-7.75 (m, 2H) and 4.01 (s, 3H).

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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; HACHISU, Shuji; ASPINALL, Mary, Bernadette; HOTSON, Matthew, Brian; WO2011/144891; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214328-96-7, 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 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 Synthesis of 3-bromo-4,6-dichloro-pyridine-2-carboxylic acid methyl ester.2.1 Preparation of 3-bromo-6-chloro-pyridine-2-carboxylic acid N-oxideUrea hydrogen peroxide (65.32 g, 347.2 mmol) was added portionwise to a solution of trifluoroacetic anhydride (145.8 g, 694.4 mmol, 96.5 mL) in dichloromethane (577 mL) at 0 C. 3-Bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (27.18 g, 108.5 mmol) was added to the mixture portionwise and the reaction was stirred at room temperature for 19 h. The reaction was quenched by the addition of water, and the organic layer was washed with water and saturated aqueous K2C03. The organic layer was dried (MgS04) and concentrated in vacuo to give 3-bromo-6-chloro-pyridine-2-carboxylic acid N-oxide as a yellow oil.Characterising data for the compound are as follows: NMR (400 MHz, CD3OD) delta ppm 7.77-7.75 (m, 2H) and 4.01 (s, 3H).

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 1214328-96-7, Methyl 3-bromo-6-chloropicolinate.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; HACHISU, Shuji; ASPINALL, Mary, Bernadette; HOTSON, Matthew, Brian; WO2011/144891; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7 ,Some common heterocyclic compound, 1214328-96-7, molecular formula is C7H5BrClNO2, 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.

Urea hydrogen peroxide (65.32 g, 347.2 mmol) was added portionwise to a solution of trifluoroacetic anhydride (145.8 g, 694.4 mmol, 96.5 ml_) in dichloromethane (577 ml_) at 0 0C. S-Bromo-e-chloro-pyridine^-carboxylic acid methyl ester (prepared as described in Example 1) (27.18 g, 108.5 mmol) was added to the mixture portionwise and the reaction mixture was stirred at room temperature for 19 h. The reaction was quenched by the addition of water, the phases separated and the organic layer washed with water and saturated aqueous potassium carbonate. The organic layer was dried over magnesium sulphate, filtered and concentrated under reduced pressure to give 3-bromo-6- chloro-pyridine-2-carboxylic acid Lambda/-oxide as a yellow oil. Characterising data for the compound are as follows: 1H NMR (400 MHz1 CD3OD) delta 7.77-7.75 (m, 2H) and 4.01 (s, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1214328-96-7, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WHITTINGHAM, William Guy; HACHISU, Shuji; HOTSON, Matthew Brian; WO2010/149956; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem