Category: 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. SDS of cas: 1003711-43-0

(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 1 h. 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*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]+.

With the rapid development of chemical substances, we look forward to future research findings about 1003711-43-0.

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

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. SDS of cas: 1003711-43-0

(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 1 h. 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*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]+.

With the rapid development of chemical substances, we look forward to future research findings about 1003711-43-0.

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

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. HPLC of Formula: C6H6BrNO

6-Bromo-5-methylpyridin-3-ol (10.4 g, 55.3 mmol) and NCS (8.12 g, 60.8 mmol) in Nu,Nu-dimethylformamide (DMF) (150 mL) were heated at 80 C for 2 hours. The mixture was allowed to cool to room temperature, quenched with brine, and extracted 3 times with ethyl acetate. The combined organic layers were washed with 5% lithium chloride, washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by silica chromatography eluting with a gradient of 0% to 50% ethyl acetate in hexanes. Fractions were concentrated to give 6-bromo-2-chloro-5-methylpyridin-3-ol (7.85 g, 35.3 mmol, 63.8 % yield) as a white powder. LCMS(ES+)(m/z) : 222, 224, 226 (M+1 ).

With the rapid development of chemical substances, we look forward to future research findings about 1003711-43-0.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; CHONG, Pek Yoke; DICKSON, Hamilton D.; LEIVERS, Martin R.; WEATHERHEAD, Jason Gordon; (186 pag.)WO2019/69293; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. HPLC of Formula: C6H6BrNO

6-Bromo-5-methylpyridin-3-ol (10.4 g, 55.3 mmol) and NCS (8.12 g, 60.8 mmol) in Nu,Nu-dimethylformamide (DMF) (150 mL) were heated at 80 C for 2 hours. The mixture was allowed to cool to room temperature, quenched with brine, and extracted 3 times with ethyl acetate. The combined organic layers were washed with 5% lithium chloride, washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by silica chromatography eluting with a gradient of 0% to 50% ethyl acetate in hexanes. Fractions were concentrated to give 6-bromo-2-chloro-5-methylpyridin-3-ol (7.85 g, 35.3 mmol, 63.8 % yield) as a white powder. LCMS(ES+)(m/z) : 222, 224, 226 (M+1 ).

With the rapid development of chemical substances, we look forward to future research findings about 1003711-43-0.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; CHONG, Pek Yoke; DICKSON, Hamilton D.; LEIVERS, Martin R.; WEATHERHEAD, Jason Gordon; (186 pag.)WO2019/69293; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route 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 mixture of 2-chloromethyl-oxazole (J&W Pharmlab LLC, Levittown, PA, USA) (0.36 mL, 3.10 mmol), 2-bromo-5-hydroxy-3-picoline (AOBchem USA, Santa Monica, Ca, USA) (0.54 g, 2.87 mmol), and potassium carbonate (0.21 mL, 3.45 mmol) in 2 mL acetonitrile was heated at 90 C for 1 hour then stirred at room temperature for 14 hours. It was partitioned between 50 mL of ethyl acetate and 10 mL of water. The organic layer was concentrated and the residue was purified on a silica gel column (0 to 40% EtOAc in heptane) to give 131a (0.44 g, 57% yield) as a white solid. LC/MS (ESI+) m/z = 269.0/271.0 [M+H]+. 1H NMR (400 MHz, CHLOROFORM-d) delta 7.97-8.05 (m, 1H), 7.64-7.75 (m, 1H), 7.21-7.24 (m, 1H), 7.13-7.18 (m, 1H), 5.13-5.21 (m, 2H), 2.33-2.40 (m, 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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; CHEN, Jian J.; FROHN, Michael J.; HARRINGTON, Paul E.; LOW, Jonathan D.; MA, Vu V.; NGUYEN, Thomas T.; PICKRELL, Alexander J.; REEVES, Corey; (122 pag.)WO2018/112086; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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, Safety of 2-Bromo-5-hydroxy-3-methylpyridine, blongs to pyridine-derivatives compound. Safety of 2-Bromo-5-hydroxy-3-methylpyridine

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

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, Formula: C6H6BrNO, blongs to pyridine-derivatives compound. Formula: C6H6BrNO

To a mixture of 2-bromo-5-hydroxy-3-picoline (2.18 g, 11.59 mmol), TEA (19.39 mL, 139 mmol), and MeOH (30 mL, 740 mmol) in a 250 mL pressure tube was added 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (335 mg, 0.58 mmol) and palladium (II) acetate (65 mg, 0.29 mmol). The mixture was evacuated-purged with CO gas (balloon) 3- times. The valves were closed and the mixture was heated at 70 C for 24 h. The mixture was filtered through a pad of Celite filter aid. The Celite filter aid was washed with MeOH. The filtrate was concentrated in vacuo and dissolved in DCM (50 mL). The organic solution was washed with saturated NaHCO3 (30 mL). The aqueous layer was saturated with NaCl and extracted with 2% IPA in CHCl3 (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude was purified by silica gel chromatography using 1 -5% MeOH in DCM to give the product as an off- white solid (1.65 g, 85%). LCMS (ESI, pos.) 168.0 (M+1 )+. 1H NMR (400 MHz, DMSO-d6) delta 10.57 (br. s., 1 H), 8.02 (d, J=2.54 Hz, 1 H), 7.08 (d, J=2.15 Hz, 1 H), 3.79 (s, 3H), 2.44 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.

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

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

To a solution of 487 6-bromo-5-methylpyridin-3-ol (500 mg, 2.66 mmol), 83 bromocyclopropane (1287 mg, 10.64 mmol) and 488 potassium iodide (50 mg, 0.301 mmol) in 106 DMF (4.0 mL) was added 459 cesium carbonate (1300 mg, 3.99 mmol) at RT. The reaction vessel was sealed and heated in a microwave at 150 C. under nitrogen for 1 h. The reaction mixture was cooled to RT and poured into water (20.0 mL) and extracted with ethyl acetate (10.0 mL×3). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash silica gel chromatography to afford the 489 title compound as an oil. MS (ESI) m/z: 229.9[M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck Sharp & Dohme Corp.; Han, Yongxin; Achab, Abdelghani; Deng, Yongqi; Fradera, Xavier; Gibeau, Craig; Hopkins, Brett A.; Li, Derun; Liu, Kun; McGowan, Meredeth A.; Sciammetta, Nunzio; Sloman, David; White, Catherine; Zhang, Hongjun; Zhou, Hua; US2019/144433; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem