Month: April 2022

Application of 80537-07-1, Adding some certain compound to certain chemical reactions, such as: 80537-07-1, name is 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid,molecular formula is C14H10N2O2, 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 80537-07-1.

EXAMPLE 56 STR64 Thionyl chloride (240 mg) was added dropwise to a stirred mixture of 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid [compound (I)] (320 mg) and N,N-dimethylformamide (one drop) in chloroform (10 ml), and then stirred under reflux for 4 hours. After cooling the mixture, chloroform was evaporated in vacuo to give acid chloride of compound (I). Triethylamine (338 mg) was added to a suspension of the acid chloride of compound (I) in methylene chloride (10 ml) under ice-cooling, and to this suspension a solution of 2-ethylpiperidine in methylene chloride was added dropwise. The mixture was stirred under ice-cooling and stood at room temperature overnight. Saturated sodium chloride aqueous solution (20 ml) was added to the mixture and extracted with chloroform (20 ml). The extract was dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (8 g) with chloroform as an eluent. The fractions containing the objective compound were combined and evaporated in vacuo to give 1-(2-phenylpyrazolo[1,5-a]pyridin-3-ylcarbonyl)-2-ethylpiperidine (263 mg). mp: 182-183 C. IR (Nujol): 1630, 1600, 1520 cm-1 NMR (DMSO-d6, delta): 0.69 (3H, t, J=7.0 Hz), 1.12-1.93 (8H, m), 2.73-3.17 (1H, m), 3.69-4.45 (2H, m) 7.07 (1H, td, J=7.0 Hz and 2.0 Hz), 7.29-8.00 (7H, m), 8.86 (1H, dd, J=7.0 Hz and 1.0 Hz) Analysis Calcd. for C21 H23 N3 O: C 75 65, H 6.95, N 12.60. Found: C 75.75, H 7.01, N 12.66.

According to the analysis of related databases, 80537-07-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4994453; (1991); A;,
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. 717843-56-6, name is 3-Bromo-2-methoxy-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromo-2-methoxy-5-methylpyridine

-Bromo-5-bromomethyl-2-methoxy-pyridine To a solution of the product from step 131.4 (3.0 g, 14.7 mmol), was added NBS (3.1 g, 17.6 mmol) and AIBN (121 mg, 0.7 mmol) and the mixture was stirred at 80C for 1 h. H20 and CH2CI2 were added and the phases were separated. The organic layer was dried (MgS04), filtered and concentrated. The crude product was purified by flash chromatography (heptane/EtOAc, 95:5? 0:100). tR: 1.10 min (LC-MS 2).

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, 717843-56-6, 3-Bromo-2-methoxy-5-methylpyridine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98121-41-6, 3-Amino-5,6-dichloropyridine, 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, 98121-41-6, blongs to pyridine-derivatives compound. name: 3-Amino-5,6-dichloropyridine

EXAMPLE 11 5,6-dichloro-3-pyridinol Process (a) 8.15 g (50 mmol) of 3-amino-5,6-dichloropyridine were dissolved in 100 ml of 8N H2 SO4 and diazotized at 0 C. using 3.55 g (53 mmol) of sodium nitrite in 9 ml of water. The cold diazonium salt solution was added dropwise to 100 C. warm 60% strength sulfuric acid. After completion of the nitrogen elimination, the mixture was neutralized and extractively distilled using toluene. The dried toluene phase was concentrated by evaporation and the residue was recrystallized repeatedly from toluene. Melting point 184-185 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98121-41-6, its application will become more common.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69045-78-9, 2-Chloro-5-(trichloromethyl)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, 69045-78-9, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 1 In a 120 cc autoclave equipped with a magnetic stirrer, 2-chloro-5-trichloromethylpyridine (11.5 g), Raney nickel (1.15 g) and a 70% aqueous solution of ethylamine (32.2 g) were charged. Hydrogen gas was introduced into the autoclave to a pressure of 10 Kg/cm2, and an internal temperature was raised to 45 C. At the same temperature, the hydrogen gas was supplied under a hydrogen pressure of 5 to 12.5 Kg/cm2. The absorption of hydrogen ceased after 70 minutes from the start of hydrogen supply. After completion of reaction, the autoclave was cooled to room temperature, and the catalyst was filtrated off from the reaction mixture. The filtrate was adjusted to pH 12.9 with a 48% aqueous solution of sodium hydroxide and the filtrate was concentrated. Water was added to the concentrate, and the product was extracted with toluene twice. After phase separation, the toluene layer was concentrated to obtain a concentrate (8.0 g) containing 2-chloro-5-ethylaminomethylpyridine, which was analyzed by gas chromatography to find that a yield of 2-chloro-5-ethylaminomethylpyridine was 77%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-78-9, its application will become more common.

Reference:
Patent; Koei Chemical Co., Ltd.; US5424437; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 56673-34-8, 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 56673-34-8 as follows.

2.0 g of 5-Bromo-pyridine-2-thiol (compound C1 ) are dissolved in 40 ml of carbon tetrachloride and 8 ml of water. Subsequently, the suspension is cooled in an ice bath and chlorine gas is passed into the reaction mixture for 20 min (flow: 35 ml/min). Thereafter, nitrogen is passed into the yellow solution to remove excess chlorine. Subsequently, the mixture is diluted with 150 ml of dichloromethane and extracted with 50 ml of brine. The organic layer is separated, dried using Na2SO4, filtered with suction, and evaporated to dryness to afford 2.70 g of the title compound as light yellow needles. M. p. 8O0C. GC-MS: 254.8/256.8/258.8 (77:100:25; M+). TLC: Rf = 0.84 (dichloromethane/ethanol 20:1 parts by volume).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56673-34-8, its application will become more common.

Reference:
Patent; ALTANA PHARMA AG; WO2007/39580; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16744-81-3 ,Some common heterocyclic compound, 16744-81-3, molecular formula is C7H7NO2, 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 a solution of 4-methoxypicolinaldehyde (1.01 g, 7.36 mmol) in DCM (40 mL) was added trimethylsilanecarbonitrile (1.106 mL, 8.84 mmol). The mixture was stirred at room temperature overnight. The mixture was concentrated down to afford a light brown oil, which was treated with conc. sulfuric acid (5 mL, 94 mmol) for 4 hours, then poured the reaction mixture into ice, and adjusted the PH to 9 using NH4OH. The mixture was concentrated down with Celite®, purified by silica column( CombiFlash®, 40g column) using 0-10percent MeOH/DCM to afford 2-hydroxy-2-(4-methoxypyridin-2-yl)acetamide (748 mg, 4.11 mmol, 55.7percent yield) as a yellow solid. LCMS m/z = 183.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16744-81-3, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54957-86-7, 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.54957-86-7, name is 2,3-Dichloro-6-methylpyridine, molecular formula is C6H5Cl2N, molecular weight is 162.0166, as common compound, the synthetic route is as follows.

A mixture of 8,1 (1 .70 g, 10,51 mmol), Zn(CN)2 (0.74 g, 6.30 mmol) and Zn (0.031 g, 0,47 mmol) in DMF (10.5 mL) is degassed (B. Van Wagenen, US2003/55085). PdC^dppfj-CHzCIs adduct (0.189 g, 0.231 mmol) is added and the solution is again degassed then is heated at 125C for 5 h. The crude mixture is diluted with EtOAc (150 mL) and the mixture is filtered through diatomaceous earth (washing the cake with EtOAc (25 mL)). The filtrate is washed twice with a mixture of water and saturated NaHC03 solution (3/1 ) and with brine, then dried (Na2S04), filtered and concentrated under reduced pressure. The residue is purified by flash chromatography (10-10Q%EtQAc:Hex) to give 8.2; MS: m/z = 153.1/155.1 (MH+); 1 H NMR (400 MHz, CDCI3) delta ppm 2.60 (s, 3 H), 7.34 (d, J=8.22 Hz, 1 H), 7.73 (d, J=8.61 Hz, 1 H).

Statistics shows that 54957-86-7 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloro-6-methylpyridine.

Reference:
Patent; UNIVERSITE DE MONTREAL; SIMONEAU, Bruno; CHANTIGNY, Yves; YEH, Jonathan; SAUVAGEAU, Guy; MARINIER, Anne; (94 pag.)WO2019/87129; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2,6-Dibromo-4-methylpyridine

A suspension of 2,6-dibromo-4-methylpyridine (2.91 g, 11.6 mmol), pivalic acid (0.25 mL, 2.11 mmol), potassium carbonate (2.92 g, 21.1 mmol), thiazole (0.75 mL, 10.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.49 g, 0.42 mmol) in N,N- dimethylacetamide (23 mL) was heated at 130 C for 18 hours. The reaction mixture was diluted with ethyl acetate, filtered through a pad of CELITE, and washed with water (2x). The organic layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (ethyl acetate/hexanes) to afford 2-bromo- 4-methyl-6-(l,3-thiazol-5-yl)pyridine. 1H NMR (600 MHz, CDC13) delta 8.80 (s, 1H), 8.29 (s, 1H), 7.38 (s, 1H), 7.19 (s, 1H), 2.34 (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, 73112-16-0, 2,6-Dibromo-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 824-51-1, 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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

(d) Step 4 6-Methyl-1H-pyrrolo[2,3-b]pyridine (0.066 g, 0.50 mmol) was successively added with acetic acid (0.2 mL), water (0.4 mL), and hexamethylenetetramine (0.098 g, 0.70 mmol), and then the mixture was stirred overnight at 120C in a sealed tube. The reaction mixture was added with water, and then the precipitated solid was collected by filtration to obtain 6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.054 g, 67%). 1H NMR (300 MHz, DMSO-d6) delta 2.55 (s, 3H), 7.16 (d, J = 8.1 Hz, 1H), 8.27 (d, J = 8.1 I Hz, 1H), 8.36 (s, 1H), 10.28 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Reference:
Patent; The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi; EP2565192; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 97004-04-1, 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.97004-04-1, name is (6-Chloropyridin-3-yl)methanamine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.

A mixture of 4-METHYL-3-OXO-3, 4-dihydro-quinoxaline-2-carbaldehyde (0.1 g), sodium triacetoxyborohydride (0.170 g, 1.5 eq), and 2-chloro-5-aminomethylpyridine (0.076 g, leq) in dry CH2CL2 (1.5 mL) was stirred at rt under nitrogen for 1 day. The orange reaction mixture was basified with a sat. NAHCO3 solution, extracted CH2Cl2. The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo to give a crude oil. FC (CH2C12/MEOH : 9/1) gave the title compound as an orange oil. LC-MS: Rt = 2.93 min. m/z = 315 (M + 1).

The chemical industry reduces the impact on the environment during synthesis 97004-04-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; FISCHLI, Walter; WO2004/96780; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem