Some tips on 2-Bromo-5-hydroxy-3-methylpyridine

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. 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Application of 1003711-43-0, Adding some certain compound to certain chemical reactions, such as: 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine,molecular formula is C6H6BrNO, 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 1003711-43-0.

To a solution of (R)-methanesulfonic acid-3-[l-(3-isopropyl-[l,2,4]oxadiazol-5- yl)piperidin-4-yl]butyl ester (Preparation 3, 250mg, 0.72mmol) and 6-bromo-5-methylpyridin-3-ol (143mg, 0.76mmol) in DMF (5.OmL), under argon, was added potassium carbonate (200mg, 1.45mmol) and the mixture was heated in a sealed tube at 700C for 16h. The reaction was diluted with EtOAc and the resulting solution was washed with brine (2 x 5OmL), sat. NaHCO3 solution and water, then dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound: RT = 4.60 min; m/z (ES+) = 439.1 [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. 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROSIDION LIMITED; BARBA, Oscar; DUPREE, Tom, Banksia; FRY, Peter, Timothy; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KRULLE, Thomas, Martin; SCHOFIELD, Karen, Lesley; SMYTH, Donald; STAROSKE, Thomas; STEWART, Alan, John, William; STONEHOUSE, David, French; SWAIN, Simon, Andrew; WITHALL, David, Matthew; WO2010/103334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 1003711-43-0

The chemical industry reduces the impact on the environment during synthesis 1003711-43-0, I believe this compound will play a more active role in future production and life.

Reference of 1003711-43-0, 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.1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

(A) To an ice-cooled solution of 6-bromo-5-methylpyridin-3-ol (500 mg, 2.66 mmol) in DMF (10 mL) was added NaH (60% wt; 160 mg, 4.0 mmol) in a portionwise fashion and the resultant mixture was allowed to stir at rt for 1h. The mixture was then cooled to 0 C and CH3I (755 mg, 5.32 mmol) was added in dropwise fashion. After stirring for 1 h at rt, the reaction was quenched with water (20 mL) and the mixture was extracted with EtOAc (3 x 30 mL). The combined extracts were dried (Na2SO4), concentrated under reduced pressure and purified by silica gel chromatography (0-10% EtOAc/petroleum ether) to afford 2-bromo-5-methoxy-3- methylpyridine (400 mg, 74% yield) as a white solid. LC/MS: mass calcd. for C7H8BrNO: 202.05, found: 202.0, 204.0 [M, M+2]+.

The chemical industry reduces the impact on the environment during synthesis 1003711-43-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 1003711-43-0

According to the analysis of related databases, 1003711-43-0, the application of this compound in the production field has become more and more popular.

Application of 1003711-43-0, 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 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-oxazolemethanol (1.12 g, 11.30 mmol, Combi-Blocks Inc.) and triphenylphosphine (3.72 g, 14.18 mmol) in THF (20 mL) was added 2-bromo-5- hydroxy-3-picoline (2.27 g, 12.07 mmol, AOB Chem USA). The mixture was cooled to 0 C and 1 ,2-ethoxycarbonyl diazene (2.5 mL, 13.72 mmol) was added slowly. The solution was slowly allowed to warm to RT. After 21 h, diisopropyl azodicarboxylate (1.5 mL, 7.63 mmol) was added to the mixture. About 1.5 h later, a second batch of diisopropyl azodicarboxylate (1.5 mL, 7.63 mmol) was added. The mixture was stirred at RT for an additional 4 h and was diluted with EtOAc (50 mL). The solution was washed with NaOH (0.5 N, 10 mL), water, brine, and then dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography (10-50% EtOAc in DCM) to afford 2-(((6-bromo-5-methylpyrid in-3-yl)oxy)methyl)oxazole (3.8 g, ~80% pure) as a white solid that contained the hydrazine by-product as impurities (based on 1H-NMR). LCMS (ESI, pos.) 269.0 (M+1 )+. 1H NMR (400 MHz, CHLOROFORM-d) delta 8.02 (d, J=2.93 Hz, 1 H), 7.70 (d, J=0.78 Hz, 1 H), 7.23 (d, J=2.74 Hz, 1 H), 7.17 (s, 1 H), 5.18 (s, 2H), 2.37 (s, 3H).

According to the analysis of related databases, 1003711-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 1003711-43-0

The chemical industry reduces the impact on the environment during synthesis 1003711-43-0, I believe this compound will play a more active role in future production and life.

Reference of 1003711-43-0, 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.1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

(A) To an ice-cooled solution of 6-bromo-5-methylpyridin-3-ol (500 mg, 2.66 mmol) in DMF (10 mL) was added NaH (60% wt; 160 mg, 4.0 mmol) in a portionwise fashion and the resultant mixture was allowed to stir at rt for 1h. The mixture was then cooled to 0 C and CH3I (755 mg, 5.32 mmol) was added in dropwise fashion. After stirring for 1 h at rt, the reaction was quenched with water (20 mL) and the mixture was extracted with EtOAc (3 x 30 mL). The combined extracts were dried (Na2SO4), concentrated under reduced pressure and purified by silica gel chromatography (0-10% EtOAc/petroleum ether) to afford 2-bromo-5-methoxy-3- methylpyridine (400 mg, 74% yield) as a white solid. LC/MS: mass calcd. for C7H8BrNO: 202.05, found: 202.0, 204.0 [M, M+2]+.

The chemical industry reduces the impact on the environment during synthesis 1003711-43-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 1003711-43-0

According to the analysis of related databases, 1003711-43-0, the application of this compound in the production field has become more and more popular.

Application of 1003711-43-0, 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 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-oxazolemethanol (1.12 g, 11.30 mmol, Combi-Blocks Inc.) and triphenylphosphine (3.72 g, 14.18 mmol) in THF (20 mL) was added 2-bromo-5- hydroxy-3-picoline (2.27 g, 12.07 mmol, AOB Chem USA). The mixture was cooled to 0 C and 1 ,2-ethoxycarbonyl diazene (2.5 mL, 13.72 mmol) was added slowly. The solution was slowly allowed to warm to RT. After 21 h, diisopropyl azodicarboxylate (1.5 mL, 7.63 mmol) was added to the mixture. About 1.5 h later, a second batch of diisopropyl azodicarboxylate (1.5 mL, 7.63 mmol) was added. The mixture was stirred at RT for an additional 4 h and was diluted with EtOAc (50 mL). The solution was washed with NaOH (0.5 N, 10 mL), water, brine, and then dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography (10-50% EtOAc in DCM) to afford 2-(((6-bromo-5-methylpyrid in-3-yl)oxy)methyl)oxazole (3.8 g, ~80% pure) as a white solid that contained the hydrazine by-product as impurities (based on 1H-NMR). LCMS (ESI, pos.) 269.0 (M+1 )+. 1H NMR (400 MHz, CHLOROFORM-d) delta 8.02 (d, J=2.93 Hz, 1 H), 7.70 (d, J=0.78 Hz, 1 H), 7.23 (d, J=2.74 Hz, 1 H), 7.17 (s, 1 H), 5.18 (s, 2H), 2.37 (s, 3H).

According to the analysis of related databases, 1003711-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 2-Bromo-5-hydroxy-3-methylpyridine

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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, Quality Control of 2-Bromo-5-hydroxy-3-methylpyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-5-hydroxy-3-methylpyridine

(A) A mixture of 552 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 188 1-bromo-2-methoxyethane (730 mg, 5.25 mmol) and 149 K2CO3 (1.5 g, 10.87 mmol) in 16 MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of 12 water (100 mL). The resulting solution was extracted with EtOAc (2×100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 553 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38%) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Meegalla, Sanath; Player, Mark R.; Huang, Hui; Winters, Michael P.; (98 pag.)US2017/291908; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about 1003711-43-0

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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Related Products of 1003711-43-0, 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. 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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.

(A) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2- methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2 x 100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38 %) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-Bromo-5-hydroxy-3-methylpyridine

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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 C6H6BrNO, blongs to pyridine-derivatives compound. Computed Properties of C6H6BrNO

(A) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2-methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2*100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38%) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-Bromo-5-hydroxy-3-methylpyridine

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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 C6H6BrNO, blongs to pyridine-derivatives compound. Computed Properties of C6H6BrNO

(A) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2-methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2*100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38%) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 1003711-43-0

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 1003711-43-0 , The common heterocyclic compound, 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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.

0.49 g (6.82 mmoi) cyclopropane methanol in 10 mL THF are charged with 0.42 g (11.4 mmoi) NaH and the reaction mixture is stirred at r.t. for 20 min. Then 1.00 g (5.68 mmoi) 5-bromo-2-fluoropyridine are added and the mixture is stirred at r.t. over night. The reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, dried over MgS04l filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (MeOH/H20/FA). CgH-ioBrNO (M= 228.1 g/mol) ESI-MS: 228/229 [M+H]+ Rt (HPLC):1.14 min (method C) The following compounds are prepared analogously to example XXV.1 ; For example XXV.4 the reaction conditions are 50 C for 4 h. For examples XXV.10 – XXV.13 and XXV.19 – XXV.21 the reaction time is 2 h. For example XXV.9 no solvent is used and the reaction temperature is 95 C. For the examples XXV.4, XXV.10 – XXV.12, XXV.15 – XXV.16 and XXV.19 – XXV.21 the reaction is done in DMF. For example XXV.18 the reaction is done in DMSO at 100 C. For example XXV.21 toluene is used as solvent and the reaction conditions are 50 C for 1 h. For example XXV.22 methyltetrahydrofurane is used as solvent at 0 C for the deprotonation and 50 C for the substitution..

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem