Category: pyridine-derivatives

Synthetic Route of 13534-89-9, 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.13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.

To a solution of 2,3-dibromopyridine (5 g, 21.11 mmol) in toluene (50 mL), t-BuLi (1.3 M, 19.50 mL) was dropwise added at -78C under N2. The resulting mixture was stirred at -78C for 2 hours. DMF (1.9 g, 25.33 mmol) was added dropwise at -78C. The mixture was stirred at -78C for another 2 hours. The solution was quenched with NH4CI (aq. 1 mL) at -78C, and the mixture was concentrated under vacuum. The residue was purified by column chromatography on silica gel (Petroleum ether /ethyl acetate=10/l to 1/1) to afford 3-bromopicolinaldehyde.

Statistics shows that 13534-89-9 is playing an increasingly important role. we look forward to future research findings about 2,3-Dibromopyridine.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
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. 2457-47-8, name is 3,5-Dichloropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2457-47-8

(a) 3,5-Dichloro-4-formylpyridine n-Butyllithium (1.6M in hexanes, 9.3 ml, 14.9 mmol) was added dropwise at 0 C. to a solution of diisopropylamine (1.95 ml, 14.9 mmol) in THF (30 ml). After 15 min. at 0 C., the solution was cooled to -78 C. and 3,5-dichloropyridine (2.0 g, 13.5 mmol) was added. After 1 h, methyl formate (0.92 ml) was added and the mixture warmed to room temperature over 2 h, diluted with 1N hydrochloric acid and extracted twice with ethyl acetate. The extracts were washed with brine, dried over sodium sulphate and evaporated to give a yellow oil which solidified, m.p. 110-111 C.

The synthetic route of 2457-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6303613; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 70298-88-3, 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. 70298-88-3, name is 2,2-Dimehtyl-N-pyridin-3-yl-propionamide, molecular formula is C10H14N2O, 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.

3-Phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidm-1-yl]methyl}phenyl)-1,7-naphthyridin-8(7H)-one (5-6)N-Formyl-N-(4-formylpyridin-3-yl’)-2,2-dimethylpropanainide (5-1)A solution of 2,2-dimethyl-N-(3-pyridinyl)propanamide (3.56 gm, 20 mmol) (prepared as described in J.Org.Chem. 48, 3401 (1983)) in anhydrous tetrahydrofuran (40 mL) was cooled to -700C and a solution of 2.5 M n-butyl lithium/hexane (20 mL, 50 mmol) was added dropwise maintaining the temperature at -700C. This reaction was slowly warmed to -5C giving a copious precipitate. This mixture was cooled to -700C and dry dimethyl formamide (4.64 mL, 60 mmol) was added. The reaction was allowed to warm to room temperature giving a clear yellow solution. This reaction was poured into 8 N aqueous HCl (16 mL) and ice. After stirring for 10 minutes the pEta of the solution was adjusted to 7 and extracted with diethyl ether. The organic layer was dried (Na2SO_j.), filtered and the solvent evaporated. The residue was purified by column chromatography eluting with 30-100% ethyl acetate/hexane. The appropriate fractions were combined and the solvent removed in vacuo to give the title compound as a solid. 1Eta-NMR (500 MHz, CDCl3): delta 10.92 (IH, br s), 10.15 (IH, s),10.05 (IH, s), 8.62 (2H, d, J=4.9Hz), 7.56 (IH, d, J=4.9Hz),), 1.39 (9H, s). m/e (m+1): 235.3.

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 70298-88-3, 2,2-Dimehtyl-N-pyridin-3-yl-propionamide.

Reference:
Patent; MERCK & CO., INC.; WO2006/65601; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116986-08-4, 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. 116986-08-4, name is Methyl 2-(bromomethyl)nicotinate. A new synthetic method of this compound is introduced below.

To a solution of methyl 2-(bromomethyl)nicotinate (6.0 g, 26.0 mmol) in CH3CN (200 mL) was added TBAF (10.2 g, 39.0 mmol) and TMSCN (5.2 g, 52.0 mmol) at 0C. The mixture was then stuffed at 30C for 16h under N2. The solution of the reaction was washed with water (30 mL) and extracted with EtOAc (15 mLx3). The organic layer was concentrated, and the residue was purified by column chromatography (PE:EA=5: 1–2: 1) to give the desired product (2.3 g, 50.3%). LCMS (mlz): 177.0 [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116986-08-4, Methyl 2-(bromomethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; SHAPIRO, Gideon; (393 pag.)WO2015/200677; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 137178-88-2, 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 137178-88-2, name is 5-Bromopyridine-2-carbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: (0567) After addition of THF (200 mL) and Et3N (42 mL) to the above residue, the mixture was cooled in an ice-water bath. Benzyl alcohol (31.1 mL, 300 mmol) was added slowly. The mixture was warmed up to room temperature and stirred overnight. (0568) The reaction mixture was diluted with ether, washed with sat. NaHCO3(aq.), H2O, brine and then dried (MgSO4). After concentration and crystallization, the desired product benzyl 5-bromopicolinate (20.6 g) was obtained.

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 137178-88-2, 5-Bromopyridine-2-carbonyl chloride.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Scott, Jack D.; Stamford, Andrew W.; Gilbert, Eric J.; Cumming, Jared N.; Iserloh, Ulrich; Misiaszek, Jeffrey A.; Li, Guoqing; US2015/307465; (2015); 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 72990-37-5, name is 3-Chloroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClNO

A mixture of 0.41 g of 2-amino-4-tert-butylphenol, 0.35 g of 3-chloro-4- pyridinecarboxyaldehyde and 2.5 ml of ethanol was heated to reflux for three hours. The reaction mixture was concentrated. The residue was subjected to silica gel column chromatography to give 0.50 g of 2-(3-chloropyridin-4-yl)methylideneamino-4-tert- butylphenol.1H-NMR (CDC13) delta: 9.07 (s, 1H), 8.71 (s, 1H), 8.60 (d, J=5.1 Hz, 1H), 8.01 (d, J=5.1 Hz, 1H), 7.36-7.33 (m, 2H), 7.02 (s, 1H), 7.00-6.97 (m, 1H), 1.35 (s, 9H)

With the rapid development of chemical substances, we look forward to future research findings about 72990-37-5.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 173772-63-9, 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.173772-63-9, name is 3-Amino-2,4-dichloropyridine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

3-Amino-2-4-dichloropyridine d (0.7047g, 4.32mmol), phenylboronic acid (0.5177g, 4.24mmol), K2CO3 (0.8023g, 5.80mmol), and Pd(PPh3)4 (0.0702g, 0.0607mmol) were combined. The sample was evacuated and purged with nitrogen three times. Dry DMF (2mL) and deoxygenated H2O (0.4mL) were added. The sample was microwaved at 13O0C for 40 minutes. The reaction mixture was diluted with H2O (50 mL) and extracted with EtOAc (3 X 50 mL). The EtOAc extracts was dried over MgSO4 and filtered. The crude material was adsorbed onto silica gel and purified by flash chromatography (4Og SiO2, 0-30%EtOAc in hexanes) to give 3-amino-4-chloro-2- phenylpyridine e (0.435g, 2.12mmol, 49%).

Statistics shows that 173772-63-9 is playing an increasingly important role. we look forward to future research findings about 3-Amino-2,4-dichloropyridine.

Reference:
Patent; GENENTECH, INC.; WO2007/106192; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14294-11-2, 1-(Pyridin-2-yl)thiourea, 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, name: 1-(Pyridin-2-yl)thiourea, blongs to pyridine-derivatives compound. name: 1-(Pyridin-2-yl)thiourea

General procedure: Arylthiourea 2 (1 mmol) was added to a solution (in case of 1a) or suspension (for 1b,c) of 3-substituted 1,2,4-triazine 1 (1 mmol) in acetic anhydride. The reaction mixture was stirred at room temperature for 7-27 h. The precipitate obtained was filtered and washed with a small amount of acetic anhydride, diethyl ether and dried in air. For the analytical data, see Online Supplementary Materials.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14294-11-2, 1-(Pyridin-2-yl)thiourea, and friends who are interested can also refer to it.

Reference:
Article; Mochulskaya, Nataliya N.; Slepukhin, Pavel A.; Charushin, Valery N.; Kodess, Mikhail I.; Mendeleev Communications; vol. 26; 5; (2016); p. 375 – 377;,
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. 889865-45-6, name is 2,3-Dichloro-4-iodopyridine. A new synthetic method of this compound is introduced below., SDS of cas: 889865-45-6

[0196] To a solution of 2,3-dichloro-4-iodopyridine (1.2 g, 4.4 mmol) and 3,4-dihydro- 2H-pyrimido[1,2-cjquinazolin-1O-ol (0.8 g, 4.0 mmol) in DMF (30 mL) was added Cs2CO3 (14.7 g, 5.0 mmol). The reaction mixture was degassed with N2 and stirred at 60 C for 3 hours. The resulting mixture was evaporated and the residue was purified by column chromatography on silica gel (DCM/MeOH from 100:1 to 30:1, v/v) to afford 10-((2,3- dichloropyridin-4-yl)oxy)-3 ,4-dihydro-2H-pyrimido [1 ,2-cj quinazoline (0.6 g, 44% yield) as a white solid.

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, 889865-45-6, 2,3-Dichloro-4-iodopyridine.

Reference:
Patent; ABM THERAPEUTICS, INC.; CHEN, Chen; (154 pag.)WO2019/60611; (2019); 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. 26156-51-4, name is Methyl 2-methoxyisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H9NO3

To a 100-mL round-bottomed flask was added methyl 2- methoxyisonicotinate (2.04 mL, 14.12 mmol, Aldrich, St. Louis, MO) and borane methyl sulfide complex (4.02 mL, 42.4 mmol, Aldrich, St. Louis, MO) in THF (30 mL). The reaction mixture was stirred at 70 C for 18 h, cooled to 0 C and quenched by the addition of MeOH (5 mL), followed by IN NaOH (20 mL). The reaction mixture was extracted with EtOAc (2 x 50 mL), the organic extract was washed with saturated NaCl (20 mL) and dried over Na2S04. The solution was filtered and concentrated in vacuo to give the crude material as a light-yellow oil. The crude product was purified by silica gel chromatography, eluting with 60% EtOAc/hexanes to give (2-methoxy-4-pyridinyl)methanol (1.56 g) as colorless oil.

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, 26156-51-4, Methyl 2-methoxyisonicotinate.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem