Category: pyridine-derivatives

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 59020-10-9, name is 3-(Tributylstannyl)pyridine, the common compound, a new synthetic route is introduced below. name: 3-(Tributylstannyl)pyridine

EXAMPLE 4 Preparation of 4-[(4-Methoxy-3-methylphenyl)(oxo)acetyl]-2-pyridin-3-ylbenzonitrile A mixture of 2-bromo-4-[(4-methoxy-3-methylphenyl)(oxo)acetyl]benzonitrile (200 mg, 0.56 mmol) and 3-(tributylstannyl)pyridine (268 mg, 0.73 mmol) in 1,2-diethoxyethane is treated with dichlorobis(tri-o-tolylphosphine)palladium(II) (39.6 mg, 0.05 mmol), heated at 145 C., stirred for 30 min. and filtered to remove the catalyst. The filtrate is evaporated to dryness. The resultant residue is purified by flash chromatography (SiO2, 2/1 hexanes/EtOAc as eluent) and crystallization from ethyl ether/hexanes to afford the title compound as a yellow solid, 181 mg (91% yield), identified by H-NMR and mass spectral analyses. MS m/e 357 (M+H)+; 1H NMR (400 MHz, DMSO-d6) delta 2.21 (s, 3H), 3.93 (s, 3H), 7.18 (d, J=8.69 Hz, 1H), 7.61 (m, 1H), 7.82 (d, J=8.54, 1H), 7.84 (dd, J=8.54, 1.99 Hz 1 H), 8.07 (dd, J=7.76, 1.67 Hz, 1H), 8.12 (m, J=1.38 Hz, 2H), 8.25 (d, J=8.08 Hz, 1H), 8.74 (m, 1H), 8.85 (d, 1.68 Hz, 1H).

The synthetic route of 59020-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2005/282825; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 880870-13-3, 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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, molecular formula is C6H5BrClNO, 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 solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mE) was purged with nitrogen for 15 minutes. At this point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, succes30 sively. The resulting suspension was stirred at 95 C. for 12 hours under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature, and filtered to remove inorganic solid. The solvent (DMF) was evaporated to providethe crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate/hexanes to afford theproduct.?H NMR (500 MHz, DMSO-d5), oe 8.69 (s, 1H), 7.50 (s, 1H), 4.04 (s, 3H); EC/MS (M+1)=169.

According to the analysis of related databases, 880870-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Sharp & Dohme Corp.; Walsh, Shawn P.; Pasternak, Alexander; Shi, Zhi-Cai; Cato, Brian; Kim, Esther Y.; (32 pag.)US9493474; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 64064-71-7, name is 6-Bromo-3-nitroimidazo[1,2-a]pyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H4BrN3O2

To a suspension of 6-bromo-3-nitro-imidazo[1,2-a]pyridine (535 mg, 2.21 mmol) in DME (5 ml) was added 1,3-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one (prepared using the procedure described in US20130053362, 661 mg, 2.65 mmol), Cs2CO3 (1.8 g, 5.53 mmol), Pd(PPh3)4 (256 mg, 0.22 mmol) and water (1 ml). The reaction mixture was degassed with N2 and then heated in a sealed tube at 90C for 18 h. The mixture was cooled to rt and the resulting solid was collected by filtration, washed with water and dried under vacuum to afford the title compound (472 mg, 75%), which was used directly in the next step without further purification. 1H NMR (500 MHz, DMSO) delta 9.39 (s, 1H), 8.78 (s, 1H), 8.17 (d, J=2.5 Hz, 1H), 8.06-7.98 (m, 2H), 7.78 (d, J=1.4 Hz, 1H), 3.55 (s, 3H), 2.11 (s, 3H); MS (ESI) [M+H]+ 285.2;

The synthetic route of 64064-71-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEOMED INSTITUTE; POURASHRAF, Mehrnaz; BEAULIEU, Marc-Andre; CLARIDGE, Stephen; BAYRAKDARIAN, Malken; JOHNSTONE, Shawn; ALBERT, Jeffrey S.; GRIFFIN, Andrew; (135 pag.)WO2017/66876; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 847729-27-5 ,Some common heterocyclic compound, 847729-27-5, molecular formula is C7H5ClFNO2, 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 stirred solution of methyl 2-chloro-5-fluoronicotinate (step 1,350 mg, 1.85 mmol) and dichlorobis [triphenylphosphine]nickel (362 mg, 0.55 mmol) in tetrahydrofuran (15 mL) was added a 0.5 M solution of 4-fluorobenzylzinc chloride in tetrahydrofuran (5.54 mL, 2.77 mmol) at 0 C under nitrogen. The resulting mixture was warmed to room temperature and stirred for 16 h. The mixture was poured into saturated aqueous ammonium chloride solution (50 mL) and extracted with ethyl acetate (100 mL). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel eluting with hexane/ethyl acetate (10/1) to afford 439 mg (90%) of the title compounds as colorless oil: ¹H- NMR (CDC13) No. 8.56 (1H, d, J=2.8 Hz), 7.91 (1H, dd, J=8.6,2.9 Hz), 7.26-7.19 (2H, m), 6.98-6.92 (2H, m), 4.52 (2H, s), 3.89 (3H, s) ; MS (ESI) m/z 264 (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. 847729-27-5, Methyl 2-chloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 195044-14-5, 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. 195044-14-5, name is 2-Bromo-6-tert-butylpyridine. A new synthetic method of this compound is introduced below.

Step-2: Synthesis of 1-(6-(tert-butyl)pyridin-2-yl)-2-ethyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one To a stirred solution of 2-ethyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (600 mg, 2.853 mmol, 1.0 eq) and 2-bromo-6-(tert-butyl)pyridine (734 mg, 3.424 mmol, 1.20 eq) in (20 mL) of dioxane was added Potassium carbonate (788 mg, 5.706 mmol, 2.0 eq) and the resulting mixture was purged with nitrogen for 10 min followed by addition of copper iodide (109 mg, 0.570 mmol, 0.2 eq), and N,N’-dimethylethylenediamine (DMEDA) (0.123 mL, 1.141 mmol, 0.4 eq) and again purged with nitrogen for 10 min, stirred at 90 C. for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). Combined organic layer was washed with water (50 mL) brine solution (50 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-30% EtOAc in hexane] to afford the desired compound 1-(6-(tert-butyl)pyridin-2-yl)-2-ethyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (380 mg, 38.77%) as light yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,195044-14-5, 2-Bromo-6-tert-butylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1796-84-5 ,Some common heterocyclic compound, 1796-84-5, molecular formula is C7H8N2O3, 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.

Step 1: 3-nitro-4-[2-(piperazine-1-yl)ethyl]aminopyridine. A mixture of 1-(2-aminoethyl)piperazine and 4-ethoxy-3-nitropyridine in CH3 CN was heated at reflux for 40 hours. The reaction mixture was cooled to ambient temperature and concentrated to give 3-nitro-4-[2-(piperazine-1-yl)ethyl]aminopyridine which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1796-84-5, its application will become more common.

Reference:
Patent; Abbott Laboratories; US5654305; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, 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 (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, blongs to pyridine-derivatives compound. Quality Control of (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol

(R)-5-Bromo-2-[3-(2,6-dichloro-4-methyl-phenoxy)-pyrrolidin-1-yl]-pyridine ADDP (11.7 g, 45.4 mmol) was added to a sol. of compound G1 (8.82 g, 36.3 mmol) and 2,6-dichloro-p-cresol (7.37 g, 40.0 mmol) in toluene (200 mL). The mixture was degassed with nitrogen for 5 min, and PBu3 (85%, 15.8 mL, 46.2 mmol) was added. The mixture was heated rapidly to 100 C., and stirred at this temperature for 2 h. The mixture was allowed to cool to rt, and was diluted with heptane (200 mL). The mixture was filtered, and the filtrate was evaporated under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:7) yielded a crude title compound that was diluted with CH2Cl2. This mixture was washed with aq. 1M NaOH. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the pure title compound (13.5 g, 93%). LC-MS: tR=0.92 min; ES+: 402.98.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,946002-90-0, (S)-1-(5-Bromopyridin-2-yl)pyrrolidin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 111042-89-8, Adding some certain compound to certain chemical reactions, such as: 111042-89-8, name is Methyl 3-aminothieno[2,3-b]pyridine-2-carboxylate,molecular formula is C9H8N2O2S, 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 111042-89-8.

EXAMPLE 1 3-(1-Piperazinyl)thieno[2,3-b]pyridine maleate A mixture of 3-aminothieno[2,3-b]pyridine-2-carboxylic acid methyl ester (8.00 g), piperazine (6.70 g), and N-methyl-2-pyrrolidinone (80 ml) was heated to 145 C. for 3 hr, under a nitrogen atmosphere. The solution was allowed to cool, diluted with water (400 ml), and extracted with ethyl acetate. The combined extracts were washed with water and brine dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to give 4.94 g (86.0%) of residual thieno[2,3-b]pyridine-3-amine.

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. 111042-89-8, Methyl 3-aminothieno[2,3-b]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5272148; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60753-14-2 , The common heterocyclic compound, 60753-14-2, name is 4-(Pyridin-3-yl)butan-1-ol, molecular formula is C9H13NO, 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.

D. 3-[4-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-butyl]-pyridine (I, Q=3-pyridyl, Y=1,4-butylene, R1,R2 =3,5-dimethyl, R3 =5-trifluoromethyl-1,2,4-oxadiazol-3-yl) To a suspension of 0.44 g (1.8 mmol) of 4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenol, 0.25 g (1.66 mmol) of 3-(4-hydroxybutyl)-pyridine, and 0.52 g (1.99 mmol) of triphenylphosphine in 30 ml of methylene chloride under nitrogen at 0 C. was added dropwise a solution of 0.35 g (1.97 mmol of DEAD in methylene chloride, and the resulting mixture was allowed to warm to room temperature. After adding 70 mg of triphenylphosphine, the mixture was stirred at room temperature for 2 days. The solution was concentrated in vacuo and the residue was purifed by MPLC (26 id Kieselgel 60 column; hexane/ethyl acetate 3:1) to yield 0.56 g (86.1%) of 3-[4-[4-(5-trifluoromethyl-1,2,4-oxadiazol-3-yl)-2,6-dimethylphenoxy]-butyl]-pyridine, as a pale yellow oil.

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi, S.A.; US5618821; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2369-19-9, Adding some certain compound to certain chemical reactions, such as: 2369-19-9, name is 2-Fluoro-5-methylpyridine,molecular formula is C6H6FN, 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 2369-19-9.

(a) 26.5 mL of n-butyllithium (1.57 mol/L hexane solution) was dropwise added at -78C to a solution having 4.02 g (39.8 mmol) of diisopropylamine dissolved in 70 mL of tetrahydrofuran, followed by stirring for 30 minutes. To this solution, a solution having 4.42 g (39.8 mmol) of 2-fluoro-5-methylpyridine dissolved in 18 mL of tetrahydrofuran was added, followed by stirring for 4 hours. Then, a solution having 10.1 g (39.8 mmol) of iodine dissolved in 27 mL of tetrahydrofuran was added, followed by stirring for 2 hours. 16 mL of water and 120 mL of an aqueous sodium thiosulfate solution were added, and extraction with ethyl ether was carried out. Then, the organic layer was dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel column chromatography to obtain 3.15 g (yield: 33%) of 2-fluoro-3-iodo-5-methylpyridine.1H-NMR(CDCl3, 400 MHz) : delta (ppm) = 2.27(s, 3H), 7.95(m, 2H)

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. 2369-19-9, 2-Fluoro-5-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1559320; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem