Pyridine-derivatives

Application of 18699-87-1, 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. 18699-87-1, name is 2-Methyl-3-nitropyridine, molecular formula is C6H6N2O2, 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.

Example 1; Scheme A; A mixture of a-1 (0.0072 mol) and paraformaldehyde (0.0058 mol) in DMSO (3.5ml) and triton B (0.27ml) was stirred at 90C for 4 hours, then cooled to room temperature and purified by column chromatography over silica gel (eluent: CH2CI2 then CH2CI2/ CH3OH/NH4OH (99/1/0.1); 15mum). The pure fractions were collected and the solvent was evaporated, yielding: 0.3 g of intermediate a-2 (20%).

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 18699-87-1, 2-Methyl-3-nitropyridine.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2006/136562; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1448427-99-3, Adding some certain compound to certain chemical reactions, such as: 1448427-99-3, name is 6-(4-Isopropyl-4H-1,2,4-triazol-3-yl)pyridin-2-amine,molecular formula is C10H13N5, 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 1448427-99-3.

5-(4-Cyclopropyl-1H-imidazol-1-yl)-2-fluoro-4-methylbenzoic acid hydrochloride (30 g,102 mmol) was suspended in anhydrous 1,2-dichioromethane (900 mL) at room temperature. Oxalyl chloride (18 ml, 205 mmol) was added while stirring under nitrogen, followed by N,N25 dimethylformamide (0.783 ml, 10.2 mmol). The mixture was stirred for about 4 hr at roomtemperature, and then the solvent was removed under reduced pressure. The residue was dissolved in about 600 mL anhydrous dichloromethane. 6-(4-Isopropyl-4H-1,2,4-triazol-3- yl)pyridin-2-amine (22.9 g, 113 mmol) and 4-dimethylaminopyridine (12.5g, 102 mmol) were rapidly added with stirring under nitrogen. The reaction was stirred for about 2 hours at roomtemperature and the dichioromethane was evaporated. The residue was dissolved in 500 mL water and solid NaHCO3 was added until the pH of the mixture was about 7. DichiOromethane was added (about 500 mL) and the layers were separated. The aqueous layer was extracted with dichloromethane (2 x 300 mL). The combined organics were washed with water (2 x 200 mL),dried over MgSO4, filtered and concentrated. The residue was dissolved in a minimum amount of THF, and water was added slowly until a thick slurry was formed. The solids were collected by filtration, washed with water, and dried.The solids obtained (about 72 g) were recrystallized from hot EtOH (Smug solid) and the solids collected by filtration, washed with 2:1 diethyl ether/EtOH, followed by diethyl ether and dried

According to the analysis of related databases, 1448427-99-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; ANDRES, Mark; CARRA, Ernest, A.; CHAN, Brenda, J. Burke; CHIU, Anna; LAPINA, Olga, Viktorovna; LATHROP, Stephen, P.; SMOLENSKAYA, Valeriya; YU, Lok, Him; (187 pag.)WO2016/105453; (2016); 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. 185017-72-5, name is 3-Bromo-2-chloro-6-picoline. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-2-chloro-6-picoline

Example 633-[4-Chloro-3-[[(tricyclo[3.3.1.13>7]dec-l-ylmethyl)amino]carbonyl]phenyl]-6-methyl-2-pyridinecarboxylic acidCla)2-Chloro-5-(2-chloro-6-methyl-3-pyridinyl)-JV-(tricyclo[3.3.1.13’7]dec-l-ylmethyl)-benzamideA mixture of [4-chloro-3-[[(tricyclo[3.3.1.13>7]dec-l-ylmethyl)amino]carbonyl]phenyl]-boronic acid (Example 2 (a)) (174 mg), 3-bromo-2-chloro-6-methyl-pyridine (104 mg),potassium carbonate (138 mg) and Z?w(triphenylphosphine)palladium(II) chloride (27 mg)in tetrahydrofuran (2 mL) and water (2 mL) was stirred at room temperature under anitrogen atmosphere over 72 hours. The mixture was filtered through diatomaceous earth,washing with methanol, and the filtrate was concentrated in vacuo. Purification bychromatography (SiOa, zsohexane:emyl acetate 1:1 as eluant) gave the sub-title compoundas a solid (135 mg).MS: APCI(+ve) 429/431 (M+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, 185017-72-5, 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 3430-21-5, 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 3430-21-5 as follows.

Step-I: 6-Amino-5-methyl-pyridine-3-carbonitrile To a mixture of DMF:water (100:2, 102 mL) was added 5-bromo-3-methyl-pyridin-2-amine (10 g, 53.47 mmol), zinc cyanide (3.77 g, 32.1 mmol) and 1,1′-Bis(diphenylphosphino)ferrocene (3.56 g, 6.4 mmol) and degassed for 20 mins. To this was added tris(dibenzylideneacetone)dipalladium (0) (2.45 g, 2.67 mmol) and heated at 120 C. After stirring for 16 h, reaction mixture was cooled to room temperature. To it was added mixture of saturated solution of ammonium chloride: ammonium hydroxide:water (4:1:4, 100 mL). Slurry formed was cooled to 0 C. and again mixture of saturated solution of ammonium chloride: ammonium hydroxide:water (4:1:4, 100 mL) added and stirred for 1 h. Solid formed was filtered through Buchner funnel and dried under high vacuum to get 6.0 g (81%) of titled compound as a tan solid. MS (ES) m/z 134.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3430-21-5, its application will become more common.

Reference:
Patent; Kharul, Rajendra; Bhuniya, Debnath; Mookhtiar, Kasim A.; Singh, Umesh; Hazare, Atul; Patil, Satish; Datrange, Laxmikant; Thakkar, Mahesh; US2015/65464; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 947249-27-6 , The common heterocyclic compound, 947249-27-6, name is 2-Bromo-3-(difluoromethoxy)pyridine, molecular formula is C6H4BrF2NO, 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.

Preparation 1032-Cvclopropyl-3-(difluoromethoxy)pyridineCyclopropylboronic acid (383 mg, 4.5 mmol) and potassium phosphate tribasic (1 .89g, 8.9 mmol) were added to a solution of 2-bromo-3-difluoromethoxypyridine (Preparation 102, 570 mg, 2.5 mmol). The mixture was heated to 80 C and degassed thoroughly by bubbling nitrogen through the mixture. After 30 minutes, the reaction was heated to 95 C and tricyclohexylphosphine (84 mg, 0.30 mmol) was added followed by palladium acetate (32 mg, 0.14 mmol). The reaction was stirred at 95 C for 18 hours then cooled to room temperature. The mixture was filtered through arbocel, washing with EtOAc and the filtrate concentrated in vacuo. The residue was then purified by flash column chromatography eluting with EtOAc:heptane 1 :5 to afford the title compound as a colourless oil (273 mg, 58%).1H NMR (400 MHz; DMSO-d6): delta 0.95 (m, 4H), 2.30 (m, 1 H), 7.05-7.42 (t, 1 H), 7.15 (m,1 H), 7.5 (m, 1 H), 8.25 (m, 1 H).LCMS Rt = 2.09 minutes MS m/z 186 [MH]+

The synthetic route of 947249-27-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; RAWSON, David James; STORER, Robert Ian; SWAIN, Nigel Alan; WO2012/7869; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 947249-13-0, 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.947249-13-0, name is 5-Bromo-3-(difluoromethoxy)pyridin-2-amine, molecular formula is C6H5BrF2N2O, molecular weight is 239.02, as common compound, the synthetic route is as follows.

A mixture of 5-bromo-3-(difluoromethoxy)pyridine-2-amine (88 mg, 0.37 mmol), bis(pinacolato)diboron (102 mg, 0.40 mmol), potassium acetate (0.215 mg, 2.2 mmol), and Pd(dppf)-CH2Cl2 (30 mg, 0.037 mmol) in dry dioxane (2.0 mL) was sparged with argon, and heated at 120 C. for 30 min. After cooling to rt, the reaction mixture was centrifuged and the supernatant decanted, and used in the next step without further purification: LCMS (m/z, MH+, boronic acid): 205.0, tR=0.27 min.

Statistics shows that 947249-13-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-(difluoromethoxy)pyridin-2-amine.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); 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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 880870-13-3

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.

The synthetic route of 880870-13-3 has been constantly updated, and we look forward to future research findings.

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

Related Products of 1019021-85-2, 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 1019021-85-2, name is 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

To a stirring suspension of 6-fluoroimidazo[1 ,2-a]pyridine-3-carboxylic acid (24b) (150 mg, 0.833 mmol) in anhydrous dichloromethane (3 ml_) at 0 C under argon was added dropwise oxalyl chloride (74 muIota_, 0.874 mmol). Then, a drop of anhydrous DMF was added and the reaction mixture was stirred at 0 C for 1 .5 hours. The solvent was concentrated and the crude solid was added to a stirring solution of methyl (3-(3-amino- 4-methylphenyl)-1 ,2,4-oxadiazol-5-yl)methylcarbamate (155) (120 mg, 0.416 mmol) in anhydrous pyridine (3 mL) at 0 C. The reaction was stirred at room temperature under argon for 20 minutes. The solvent was concentrated and the crude product was purified by silica chromatography to give methyl (3-(3-(6-fluoroimidazo[1 ,2-a]pyridine-3- carboxamido)-4-methylphenyl)-1 ,2,4-oxadiazol-5-yl)methylcarbamate (F167). 1 H NMR (400MHz, c/6-DMSO) delta 10.12 (s, 1 H), 9.48 – 9.46 (m, 1 H), 8.63 (s, 1 H), 8.07 (t, J = 5.6 Hz, 1 H), 8.06 (d, J = 1 .6 Hz, 1 H), 7.90 – 7.86 (m , 1 H), 7.82 (dd, J = 2.0, 8.0 Hz, 1 H),7.67 – 7.62 (m, 1 H), 7.50 (d, J = 8.0 Hz, 1 H), 4.57 (d, J = 6.0 Hz, 2H), 3.59 (s, 3H), 2.36 (s, 3H). MS m/z 425.39 (M+1 )+.

According to the analysis of related databases, 1019021-85-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; LIU, Xiaodong; LI, Xiaolin; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; WO2013/33116; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 153747-97-8, 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. 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, molecular formula is C14H20BrN3O2, 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.

Step II: tert-butyl 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridyl]piperazine-1-carboxylate (Intermediate 1-XIII) A mixture of 1-11 (4.30 g, 12.57 mmol), bis(pinacolato)diboron (3.82 g, 15.07 mmol) and KOAc (2.94 g, 37.69 mmol) in 1,4-dioxane (30 mL) was degassed in a stream of argon for 15 minutes. To the mixture was added 1,1-bis(diphenylphosphino) ferrocene-palladium(II) dichloride dichloromethane complex (0.307 g, 0.376 mmol), and the reaction mixture was again degassed for additional 15 minutes. After stirring at 100 C. for 20 hours, the volatiles were removed by evaporation, and the obtained residue was diluted with water (50 mL), followed by extraction with ethyl acetate (50 mL*3). The combined organic layers were washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (100-200 mesh) using 50% EtOAc in hexanes to give the desired product Intermediate 1-XIII as a mixture of minor boronate ester together with major boronic acid (4.8 g, crude yield 98%) as a yellow solid; LCMS (for boronate ester): m/z 390.2 [M+1]; LCMS (for boronic acid): m/z 308.1 [M++1].

According to the analysis of related databases, 153747-97-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOUL, Summon; KURHADE, Suresh; BHOSALE, Sandeep; NAIK, Keshav; SALUNKHE, Videsh; MUNOT, Yogesh; BHUNIYA, Debnath; (132 pag.)US2017/8885; (2017); 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.89026-78-8, name is 6-Chloro-N-methylpyridin-2-amine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.Formula: C6H7ClN2

2-Chloro-N-(6-chloropyridin-2-yl)-N-methyl-pyrimidin-4-amine used as starting material was made as follows: NaHMDS (1.5 ml, 1.5 mmol, IN in THF) was added dropwise to a mixture of 2-chloro-6- methylaminopyridine (142 mg, 1 mmol, German Patent, DE3318560, p 9) and 2,4- dichloropyrimidine (222 mg, 1.5 mmol) in THF (20 ml) cooled at -200C. The mixture was stirred at -200C for 2 hours. Acetic acid (a few drops) were added and the mixture was concentrated. The mixture was taken in DCM, filtered and concentrated. The residue was purified by chromatography on silica gel (eluant: 40% to 50% ethyl acetate in petroleum ether) to give 2-chloro-N-(6-chloropyridin-2-yl)-N-methyl-pyrimidin-4-amine (86 mg, 34%). NMR Spectrum: (CDCl3) 3.61 (s, 3H), 6.93 (d, IH), 7.18 (d, IH), 7.28 (m, IH), 7.72 (t, IH), 8.17 (d, IH); Mass spectrum: MH+ 255.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89026-78-8, 6-Chloro-N-methylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/10794; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem