Day: January 4, 2021

Synthetic Route of 3430-13-5, 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 3430-13-5, name is 5-Bromo-2-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-2-methylpyridine (151; 10 g, 58.1 mmol) in THF (150 mL) was added n-BuLi (2.5 M, 25.6 mL) at -78 0C. The reaction mixture was stirred at this temperature for Ih. DMF (1.30 mL) was then added and the resulting reaction mixture was stirred for 1 h at -78 C. The reaction was quenched by the addition of aq. NH4Cl. Upon warming to room temperature, the mixture was extracted with EtOAc. The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography to afford 6-methylnicotinaldehyde 152 (5.0 g, 72%).

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 3430-13-5, 5-Bromo-2-methylpyridine.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B.; DISCH, Jeremy, S.; NG, Pui, Yee; BLUM, Charles, A.; PERNI, Robert, B.; WO2010/3048; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7250-52-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 7250-52-4 as follows.

Example 13: Synthesis of 3-aminomethyl-4-methylpyridine EPO 100106] A round bottom flask was charged with 0.45g (3.3OmM) of 4- methylnicotinamide (27). The flask was flushed with argon, and 5OmL of dry THF was added by syringe. The resulting solution was cooled to 0 dg C, and 2.5mL (4.96mM) of a 2M solution of borane-dimethylsulfde complex (in THF) was added. A bubbler was attached, and the solution was allowed to warm to RT overnight. The solution was quenched with MeOH, and dried and evaporated to give 0.38g (95%) of 3-aminomethyl- 4-methylpyridine (28).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7250-52-4, its application will become more common.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/108103; (2006); 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. 89-00-9, name is Pyridine-2,3-dicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H5NO4

To a solution of pyridine-2,3-dicarboxylic acid (50.0 g, 0.299 mol) in methanol (500 ml) was added con. sulfuric acid (20 ml). After heated to reflux for 24 hours, the mixture wasbasified with saturate sodium carbonate solution until pH=8 and then extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated to give D78 (45.7 g) as a white solid. 1H NMR (ODd3) 6 ppm = 3.95 (s, 3H), 4.01 (s, 3H), 7.51 (m, 1H), 8.18 (dd, J = 6.4, 1.6Hz, 1 H), 8.77 (dd, J = 6.8, 2.0 Hz, 1 H).

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, 89-00-9, Pyridine-2,3-dicarboxylic acid.

Reference:
Patent; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio Claudio; ARTUSI, Roberto; COLACE, Fabrizio; MANDELLI, Stefano; PERUGINI, Lorenzo; WO2013/92893; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate. A new synthetic method of this compound is introduced below.

Tert-butyl 2-(pyrrolidin-2-yl)acetate (1.00 g, 5.40 mmol) was added to a solution of methyl 6-chloro-5-nitronicotinate (1.169 g, 5.40 mmol) in THF (Volume: 10 ml). The reaction mixture was stirred at rt for 1 h and K2CO3 (0.760 g, 5.50 mmol) was added. The reaction mixture was stirred for 2 h and triethylamine (0.379 ml, 2.70 mmol) was added. The mixture was stirred for 1 h, filtered and concentrated in vacuo. Flash column chromatography on silica gel (120 g SiO2, hexanes:ethyl acetate 9:1) afforded methyl 6-(2-(2-tert-butoxy-2-oxoethyl)pyrrolidin-1-yl)-5-nitronicotinate (1.79 g, 4.90 mmol, 91percent yield) as a yellow oil. [M+H] calc’d for C17H23N3O6, 365; found, 365.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59237-53-5, Methyl 6-chloro-5-nitronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 158980-21-3, 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. 158980-21-3, name is Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate, molecular formula is C10H11N3O2, 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.

To a solution of ethyl 6-aminoimidazo[l,2-a]pyridine-2-carboxylate(A35, 1.0 g, 4.87 mmol) in pyridine(10 mL) methane sulphonyl chloride(0.37 mL, 4.87 mmol) was added and the resulting solution was stirred at room temperature for 2 h. After completion of reaction concentrated under reduced pressure to get crude. The crude was dissolved in DCM and washed with water and dried with anhydrous Na2S04, filtered and concentrated to afford ethyl 6-(methylsulfonamido)imidazo[l,2-a]pyridine-2-carboxylate 1-56 as a Light green solid. Yield: 0.70 g(crude) LC-MS(ES) m/z : 284.08[M+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 158980-21-3, Ethyl 6-aminoimidazo[1,2-a]pyridine-2-carboxylate.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, 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, SDS of cas: 633328-33-3, blongs to pyridine-derivatives compound. SDS of cas: 633328-33-3

General procedure: To a stirred solution of 3-bromo-1 H-pyrazolo[4,3-b]pyridine (500 mg, 2.52 mmol) in DMF, NaH (60%) (201 mg, 5.04 mmol) was added at 0C and it was stirred for 15min. Then, 1 -bromo-2-methoxyethane (420 mg, 3.02 mmol) was added and the reaction mixture was stirred at rt for 2h. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography on 230-400 silica using 45% EtOAc in pet ether as an eluent to afford the title compound (430 mg, 66%) as a gummy solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1206972-45-3, 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.1206972-45-3, name is 2-Chloro-5-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, molecular weight is 197.54, as common compound, the synthetic route is as follows.

2-Chloro-5-(trifluoromethoxy)pyridine (int-80) (1.0 g, 5.06 mmol), sodium tertbutoxide (0.97 g, 10.12 mmol) and benzophenone imine (int-81) (1.10 g, 6.07 mmol) were dissolved in toluene (15 mL). Then Pd2(dba)3 (92.60 mg, 0.10 mmol) and DPEPhos (109.0 mg, 0.20 mmol) were added under nitrogen atmosphere. The mixture was heated at 80 C for 2 h. Then it was filtered and washed with EtOAc (20 mL). The filtrate was treated with 3 M HC1 (50 mL) at 50 C for 4 h. The phases were separated and the aq. phase was basified with 10% NaOH to pH 10. The aq. phase was extracted with EtOAc (3 x 50 mL). The combined organic layers was dried over anhydrous Na2SO4 and concentrated in vacuo. Crude 5-(trifluoromethoxy)pyridin-2-amine (int-82) (400 mg, 44%) was used directly in the next step without further purification. MS (ESI): mlz 178.9 [M+H] .

Statistics shows that 1206972-45-3 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethoxy)pyridine.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena V.; HOLZWARTH, Michael S.; (160 pag.)WO2018/81612; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58584-63-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 58584-63-7 as follows.

(6-Methoxypyridin-3-yl)methanol (250 mg, 1.797 mmol, commercially available from, forexample, Fluorochem) was dissolved in chloroform (20 mL) in a 50 mL round-bottomed flask, opento the atmosphere and phosphorus tribromide (0.188 mL, 1.989 mmol) was added slowly at 0 C. The reaction mixture was stirred at rt for 1 h. The aqueous layer was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with brine (30 mL), passed through a hydrophobic frit and evaporated under vacuum. The resulting oil was loaded in DCM and purified byBiotage Isolera SNAP 25 g silica chromatography using a gradient of O-4O% cyclohexane/ethyl acetate. The product containing fractions were combined to give the title compound (160 mg, 0.792 mmol, 44.l% yield) as a colourless oil.LCMS (2 mm Formic):Rt = 0.93 mi [MH] = 202.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58584-63-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98198-48-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 98198-48-2 as follows.

Step A: N-(‘5-bromo-4-methylpyridin-2-yl -2,2-dimethylpropanamide: To a solution of 5- bromo-4-methylpyridin-2-amine (20.6 g, 1 10 mmol) in 80 mL of pyridine was added trimethylacetyl chloride (19.9g, 165 mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 12 hours. The mixture was diluted with water and extracted with dichloromethane (3 x). The organic layers were washed with water (2 x) and brine, dried over Na2S04 and concentrated to provide crude product, which was purified by chromatography. On elution with 2->20% EtOAc / hexanes N-(5-bromo-4-methylpyridin-2-yl)-2,2- dimethylpropanamide was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98198-48-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1289197-78-9, 2-Bromo-4-chloronicotinaldehyde, 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, SDS of cas: 1289197-78-9, blongs to pyridine-derivatives compound. SDS of cas: 1289197-78-9

Example 192c 4-Chloro-2-(4-oxo-7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-3(4H)-yl)nicotinaldehyde 192c A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer and a reflux condenser was charged with 1,4-dioxane (50 mL), potassium carbonate (1.5 g, 10.6 mmol), 7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-4(3H)-one 192b (1.0 g, 5.3 mmol), and 2-bromo-4-chloronicotinaldehyde (3.5 g, 15.9 mmol). After bubbling nitrogen through the resulting mixture for 30 minutes, copper(I) bromide (75.0 mg, 0.53 mmol) and sarcosine (47.0 mg, 0.53 mmol) were added, and the reaction mixture was heated at 95C for 12 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was partitioned between methylene chloride (60 mL) and water (40 mL). The aqueous layer was separated and extracted with methylene chloride (3 x 70 mL). The combined organic layer was washed with brine (30 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 10:1 ethyl acetate/petroleum ether to afford 192c as a brown solid (521 mg, 30%). MS-ESI: [M+H]+ 329.2.

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem