Pyridine-derivatives

Application of 20885-12-5, 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 20885-12-5, name is 2-Chloro-6-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of diisopropylamine (5.26 mL) in THF (70 mL) was added at -78C nBuLi 1.6M in hexanes (21.6 mL). The mixture was stirred at 0C for 45 min. 2-Chloro-6-fluoropyridine (3.5g) in THF (36 mL) was added dropwise at -78C over 1 h under nitrogen to the previous mixture and the reaction mixture was stirred at -78C for 1.5h. DMF (4.12 mL) was added dropwise over 1 h and the reaction mixture was stirred an additional 1 .5h. HCI 2M in diethylether (45 mL) was added slowly at -78C, water (30 mL) was added and the layers were separated. The aq. phase was extracted with EA and the combined org. layers were washed with sat. aq. NaCI, dried over Na2S04, filtrated off and evaporated in vacuo. The crude (4.4g of an orange solid) was used without purification in the next step. GC-MS (A): tR = 1 .55 min; [M+H]+: 159.80.

According to the analysis of related databases, 20885-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GRISOSTOMI, Corinna; NAYLER, Oliver; REMEN, Lubos; VERCAUTEREN, Magali; WELFORD, Richard; WO2015/75023; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 29682-15-3, 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 29682-15-3 as follows.

This compound is synthesized as described by adaptation of the following reference: Tye et al., Tet. Lett., 2008, 49, 3939. To a stirred suspension of methyl-5-bromo-2- pyridine carboxylate (0.25 g, 1.16 mmol) and 2-(trimethylsilyl)pyridine (0.48 mL), 3.48 mmol) in anhydrous N,N-dimethyl formamide (7.5 mL) is added silver (I) oxide (0.27 g, 1.16 mmol), allyl palladium chloride dimer (21 mg, 5 mol%) and tetrabutyl ammonium fluoride (IM in THF, 0.116 mL). The reaction is heated at 90 0C for 18 h. The reaction mixture is filtered and washed with EtOAc. The filtrate is concentrated under reduced pressure. Purification by column chromatography (silica, eluent DCM, 0- 2% MeOH) gives 0.12g (48%) of methyl 2,3′-bipyridine-6′-carboxylate. m/z = 215 [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,29682-15-3, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COGAN, Derek; MOSS, Neil; SARKO, Christopher Ronald; BAMFORD, Samantha Jayne; LOKE, Pui Leng; NAPIER, Spencer Charles, R.; TYE, Heather; WHITTAKER, Mark; WO2010/80357; (2010); 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. 24242-20-4, name is 5-Aminopicolinic acid, the common compound, a new synthetic route is introduced below. Quality Control of 5-Aminopicolinic acid

To a solution of 5-aminopicolinic acid (194 mg, 1.40 mmol) in ethanol (5 mL), was added thionyl chloride (0.20 mL, 2.80 mmol) at 0 C. The mixture was then stirred under reflux for 19 h, after which time it was cooled to room temperature and the reaction mixture concentrated under reduced pressure. Saturated aqueous sodium carbonate solution was added to the resulting solid to adjust the pH to 9, followed by saturated aqueous sodium hydrogen carbonate. Ethyl acetate (10 mL) and water (10 mL) were added and the organic phase was washed with brine (1 0 mL), dried (Na2SO4), filtered and the filtrate concentrated in vacuo. Ethyl 5-aminopicolinate (184 mg, 79%) was obtained as an off-white solid, with no need for further purification; 1H NMR (500 MHz, MeOD) 6 1 .37 (3H, t, J = 7.1 Hz, CH3), 4.35 (2H, q, J = 7.2 Hz), 7.02 (1H, dd, J = 2.7 and 8.6 Hz, Ar), 7.85 (1H, d, J = 8.6 Hz) and 7.98 (1H, d, J= 2.7 Hz). LRMS(ESI÷) mz 167.2 [M + H].

The synthetic route of 24242-20-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; REUILLON, Tristan; MILLER, Duncan; MYERS, Stephanie; MOLYNEUX, Lauren; CANO, Celine; HARDCASTLE, Ian; RIGOREAU, Laurent; GOLDING, Bernard; NOBLE, Martin; (246 pag.)WO2016/42341; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1195-59-1, Adding some certain compound to certain chemical reactions, such as: 1195-59-1, name is 2,6-Pyridinedimethanol,molecular formula is C7H9NO2, 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 1195-59-1.

A solution of (b) (1.39 g, 10 mmol) in 35 mL of CH2Cl2 was added to a 40% aqueous solution of KOH (35 mL). The reaction mixture was cooled at 0 C and stirred for 30 min, after which a solution of p-toluenesulfonyl chloride (3.81 g, 20 mmol) was added in one portion. The reaction mixture was stirred for 1 h at 0 C and then at room temperature until complete conversion (TLC, 1/4 methanol/toluene). The reaction mixture was added to water (35 mL). The aqueous phase was extracted with CH2Cl2 (3 * 20 mL), the combined organic phase was dried over anhydrous MgSO4, filtered, and the solvent was removed under reduced pressure to afford a white crystalline solid (3.89 g, 87%) with Mp 119-121 C (121-122 C in [28] ). FT-IR (solid, cm-1): 3070, 3038 nu (C-H), 1596 nu (Cfx1C), 743 delta (C-H). 1H NMR (CDCl3), deltaH ppm: 2.46 (s, 6H, CH3), 5.08 (s, 4H, CH2), 7.34-7.83 (m, 11H).

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. 1195-59-1, 2,6-Pyridinedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Aghatabay, Naz Mohammed; Altun, Ahmet; Guerbuez, Mustafa Ulvi; Tuerkyilmaz, Murat; Comptes Rendus Chimie; vol. 17; 9; (2014); p. 905 – 912;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 139585-70-9 ,Some common heterocyclic compound, 139585-70-9, molecular formula is C6H3BrN2, 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.

10 mmol, 1.58 g), Na2CO3 (0.5 mmol, 57 mg), 2-bromo-5-cyanopyridine(0.1 mmol, 115 mg) was dissolved in a mixed solvent of toluene / ethanol / water (V: V = 5: 2: 1). After 24 hours of refluxing, the reaction was stopped and the reaction mixture was left to stand at room temperature , Washed with dichloromethane, and then the organic phase was collected and purified by silica gel column chromatography to obtain 2.1 g of 2- (2 ‘, 4’-difluorophenyl) -5-amidopyridine as a white solid (yield : 89%);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,139585-70-9, its application will become more common.

Reference:
Patent; UNIVERSITY OF SCIENCE AND TECHNOLOGY OF SUZHOU; ZHOU, YUYANG; WANG, XIAOMEI; YE, CHANGQING; ZHU, SAIJIANG; LIANG, ZUOQIN; (6 pag.)CN104016914; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1207557-35-4 ,Some common heterocyclic compound, 1207557-35-4, molecular formula is C11H11BrN2O3, 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 B: DecarboxylationA solution of ethyl 6-bromo-4-methoxylpyrazolo[l,5-a]pyridine-3-carboxylate (15, 5.2 g, 18.24 mmol) in HBr (100 ml, 884 mmol) was heated to 100 0C for 1 hour. After cooling to 0 0C, IM NaOH (182 ml, 912 mmol) was used to neutralize the solution. The reaction mixture was diluted in ethyl acetate, washed with saturated aqueous sodium hydroxide (IN) and brine then dried over Na2SO4. After filtration and concentration, the residue was purified by column chromatography (0-35% EtOAc in hexanes, linear gradient) to give 6-bromo-4- methoxypyrazolo[l,5-alpha]rhoyridine (16, 2.475 g, 10.90 mmol, 60 % yield). MS APCI: (M + H]+ m/z 228.1.; Scheme 2.Molecules of type 21 were prepared according to scheme 2. O- Mesitylenesulfonylhydroxylamine (1) was used to access W-imino-pyridinium mesitylenesulphonate 14. [3+2] Cyclization of 2 with ethyl propiolate yields pyrazolopyridine 15. Decarboxylation in neat hydrobromic acid afforded 16. Functional ization of the 6-position of the pyrazolopyridine core is accomplished via a Suzuki coupling reaction to install aryl or heteToaromatic functionality (17) using known or commercially available boronic acids or esters. For specific boronic ester examples, see WO 2004052286 A2 and WO 2007085873 Al . Halogenation via reaction with //-iodosuccinimide enables a second Suzuki coupling of iodide 18 with thiophcnc boronic ester to yield coupling product 19. Hydrolysis of the ester yielded acid 20 and subsequent coupling with an amine yielded target 21.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1207557-35-4, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; KATZ, Jason; KNOWLES, Sandra, L.; JEWELL, James, P.; SLOMAN, David, L.; STANTON, Matthew, G.; NOUCTI, Njamkou; WO2010/17046; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7356-60-7, 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 7356-60-7, name is Nicotinimidamide hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Compound B (124 g, 223.23 mmol),3-pyridinecarboxamidine hydrochloride (52.77g, 334.83mmol)With potassium phosphate (165.84g, 781.31mmol),1240 ml of xylene was placed in a reaction flask and heated with stirring to maintain reflux at 140 C.After the reaction was completed, the temperature was lowered to 90 C.Add 500ml of deionized water and stir for 5min.After removing the aqueous layer, the organic layer was concentrated to dryness and a solid precipitated out.The solid was washed with ethyl acetate and filtered to obtain a white solid.64g of white solid compound C was obtained after drying,Yield: 43.66%.

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 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; E-RAY OPTOELECTRONICS TECHNOLOGY CO., LTD.; CHANGZHOU TRONLY E-RAY OPTOELECTRONICS MATERIAL CO., LTD.; HUANG, HEH LUNG; CHAO, TENG CHIH; GUO, HUANG MING; LIN, CHI JEN; CHANG, MIN JONG; (48 pag.)TWI672298; (2019); B;,
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. 100367-40-6, name is 2-Amino-5-bromo-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Amino-5-bromo-4-methyl-3-nitropyridine

Thereafter, this compound is then reacted with sodium nitrite (NaN02) andtrimethylsilyl chloride (T -C1) in methanol (MeOH) to yield .

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, 100367-40-6, 2-Amino-5-bromo-4-methyl-3-nitropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.; WO2012/106189; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.COA of Formula: C6H5NO3

Preparation 49 5-Bromo-2-hydroxy-3-pyridinecarboxylic acid To a solution of 10 g (0.07 mole) of 2-hydroxy-nicotinic acid in 16.8 g of 50% sodium hydroxide (0.21 mole) diluted with 25 ml of water was added 200 ml of sodium hypobromite solution prepared by adding 13.6 g (0.17 mole) of bromine to a solution of 20.16 g of 50% sodium hydroxide (0.25 mole) in 125 ml of water at 0 C. diluted to 400 ml. After 24 hrs of stirring at room temperature, another 100 ml portion of the above sodium hypobromite solution was added and the reaction solution was stirred for another 24 hr. The reaction solution was cooled in an ice bath and acidified carefully with 12N hydrochloric acid. Crystallization from isopropyl alcohol gave 9.7 g (63.5%) of product. A sample was further recrystallized from 95% ethanol, m.p. 245 C. Analysis: Calculated for C6 H4 NO3: C, 33.06; H, 1.85; N, 6.42. Found: C, 32.98; H, 1.83; N, 6.44.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; A. H. Robins Company, Inc.; US4592866; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1594-57-6 ,Some common heterocyclic compound, 1594-57-6, molecular formula is C6H7N3O, 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- (Boc-aminomethyl)-benzoic acid (187 mg) in DMF (0.25 M) were added DIEA (5 eq), TBTU (1 eq) and HOBt (0.2 eq). The solution was stirred at RT for 3 minutes, and then isonicotinamide oxime (102mg, 1 eq) was added. After 1 hour, the solvent was evaporated. The residue was triturated with 0.05 M NaOH (5 ml). The solid was filtered off, washed with water and dried under vacuum. The solid was dissolved in DMF (0.25 M). The reaction mixture was heated at 110C for 2 hours. The reaction mixture was cooled down at RT. The precipitate was filtered off, washed with water, and then dried under vacuum. The solid was dissolved in 3N HCI. The solution was heated at 50C for 2 hours. The solvent was evaporated and the residue was dried under vacuum. The title product was obtained as a white powder (74% yield).’H NMR (300 MHz, DMSO-d6): 4.15 ppm (q, 2H, J=5.7 Hz); 5.00 ppm (bs, 2H); 7.80 ppm (d, 2H, J=8.4 Hz); 8.24 ppm (m, 4H); 8.95 ppm (d, 2H, J=6.0 Hz).

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. 1594-57-6, N-Hydroxyisonicotinimidamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DEVGEN NV; WO2005/82367; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem