Pyridine-derivatives

Reference of 16110-09-1, 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. 16110-09-1, name is 2,5-Dichloropyridine, molecular formula is C5H3Cl2N, 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 To a stirred suspension of 14.8 g of 2,5-dichloropyridine in 50 ml of methanol was added 30 ml of a 25% solution of sodium methoxide in methanol and the mixture was heated to reflux under nitrogen. After 24 hours, another 30 ml of the sodium methoxide solution was added and reflux was continued for a total of 68 hours. The sodium chloride which precipitated was removed by filtration and the filtrate was concentrated at atmospheric pressure to about 1/4 the original volume and partitioned between ether and water. The aqueous layer was extracted with ether and the combined ether layers were washed with saturated sodium chloride solution, dried over potassium carbonate and concentrated at atmospheric pressure to a pale brown oil. This residue was distilled to give 5-chloro-2-methoxypyridine as a colorless liquid boiling at about 82-84 C. at 20 torr. When the above procedure was repeated using 2,5-dibromomopyridine, the product obtained was 5-bromo-2-methoxypyridine boiling at about 99-101 C. at 28 torr.

According to the analysis of related databases, 16110-09-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
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. 13438-65-8, name is 2-Aminonicotinamide, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7N3O

88.1To a solution of 2-amino-nicotinamide (200 mg, 1.4 mmol) in DMF (3 ml) was added successively 1H-1,2,4-triaazole-1-acetic acid [28711-29-7] (185 mg, 1.4 mmol), diisopropylethylamine [7087-68-5] (200 mul, 1.4 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphatehexafluorophosphate [200731-31-3] (555 mg, 1.4 mmol) at r.t.. The reaction mixture was stirred for 18 hours. The solvent was removed in vacuo, and the residue was digested with dichloromethane to yield product as an off-white solid. Filtration and drying gave 206 mg of 2-(2-[1,2,4]triazol-1-yl-acetylamino)-nicotinamide as off-white solid, which was used without further purification in the next step.

The synthetic route of 13438-65-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos; Peters, Jens-Uwe; Ricklin, Fabienne; Roever, Stephan; US2007/275987; (2007); 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. 1824-81-3, name is 2-Amino-6-picoline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

General procedure: To a stirred mixture of alcohol/phenol/thiohenol/amine (1 mmol) and acetic anhydride(1.1 mmol), 0.01 mmol of MnCl24H2O was added at room temperature. The reaction mixture was stirred until alcohol/phenol/thiohenol/amine was consumed, the progress of the reaction was monitored by TLC. The reaction mixture was quenched with saturated aq. NaHCO3 and extracted with ethyl acetate (10mL 3). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was passed through a small pad of silica gel (eluent: hexane: ethyl acetate) to obtain pure acetates (acetamides were precipitated out/crystallized direct from the reaction mixture) and characterized by 1H NMR and IR spectroscopy. The data was found to be in accord with previously reported acetates. Characterization data and 1H NMR spectra can be found via the ?SupplementaryContent? section of this article?s webpage.

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, 1824-81-3, 2-Amino-6-picoline.

Reference:
Article; Jain, Isha; Sharma, Ramandeep; Malik, Payal; Synthetic Communications; vol. 49; 21; (2019); p. 2952 – 2960;,
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. 13959-02-9, name is 3-Bromoisonicotinic acid, the common compound, a new synthetic route is introduced below. Formula: C6H4BrNO2

Step 1 [0182] To a suspension of 3-bromoisonicotinic acid (1) (4.0 g) in tetrahydrofuran (40 ml) were added oxalyl dichloride (1.82 ml) and dimethylformamide (one drop) at 0 C. and the mixture was stirred for 1 hour. To the reaction solution was added 28% aqueous ammonia (40 ml) and stirred for 40 minutes. After addition of ethyl acetate to the mixture, the organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to afford Compound (2) (3.38 g). [0183] 1H-NMR (DMSO-d6) delta: 7.44 (1H, d, J=4.5 Hz), 7.83 (1H, s), 8.08 (1H, s), 8.60 (1H, d, J=4.5 Hz), 8.79 (1H, s).

The synthetic route of 13959-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIONOGI & CO., LTD.; Mitsuoka, Yasunori; Kooriyama, Yuuji; US2013/217705; (2013); 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. 1003-73-2, name is 3-Methylpyridine 1-oxide. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Methylpyridine 1-oxide

Into the flask, 300 g of methylene chloride and 50 g of 3-picoline-N-oxide were added and the mixture was stirred and cooled to 5C at a constant pressure.A dropping funnel was charged with a mixed solution of 240 g of 2,4,6-triisopropyl-3-benzoyl chloride and 200 g of methylene chloride and slowly added dropwise to the dichloromethane mixture of 3-picoline-N-oxide. In the dropping process, the reaction temperature is controlled at 5 to 10C.The addition was completed within about 3 hours. The reaction was incubated for 2 hours and then warmed to 40C overnight.After the end of the reaction, cool down to 5 ~ 10 C, slowly add 200g of water, after desolvation steam distillation, collecting 100 ~At 102C/760mmHg, the distillate was extracted with methylene chloride. After the aqueous layer was separated, 57.4 g of product was de-solvated.The content of 2-chloro-5-methylpyridine was 98%, 2-chloro-3-methylpyridine was 0.5%, and the yield of 2-chloro-5-methylpyridine was 96.2%.

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, 1003-73-2, 3-Methylpyridine 1-oxide.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Chen Honglong; Mu Dengyou; Xue Yi; Chen Xinchun; Zhong Jingsong; Wang Fujun; Yang Cheng; (5 pag.)CN107721912; (2018); A;,
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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5BrN2

INTERMEDIATE SYNTHESIS; 7-bromo-3-iodoimidazo[ 1 ,2-a]pyridine; (1) 7-bromoimidazo[l,2-a]pyridine.; To a 100 niL round -bottomed flask was added 4-bromopyridin-2-amine (4.0 g, 23.1 mmol), chloroacetaldehyde, 50% in water (14.9 rnL, 116 mmol), and EtOH (25 mL). The resulting reaction mixture was heated at 100 0C under N2 for 3 h. The reaction was cooled to rt and the solvent was concentrated. The residue was redissolved in EtOAc. The organic layer was washed with sat. NaHCObeta (2 x 40 mL), water (2 x 40 mL), brine, dried over MgSO4, and removed solvent. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep, 12O g SiO2, DCM_MeOH=96%:4% to DCM:MeOH (2M NH3)=95%:5%, Flow = 85 niL/min). The solvent was removed in vacuo to afford the desired product as brown solid (3.8 g). MS (ESI pos. ion) m/z: 196.8. Calcd exact mass for C7H5BrN2: 195.9. 1U NMR (300 MHz, CHLOROFORM-J) delta ppm 6.90 (d, J=7.16 Hz, 1 H) 7.57 (s, 1 H) 7.62 (s, 1 H) 7.83 (s, 1 H) 8.00 (d, J=7.16 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; AMGEN INC.; BO, Yunxin, Y.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; SIEGMUND, Aaron, C.; TAMAYO, Nuria, A.; YANG, Kevin; WO2010/108074; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 884495-39-0, 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. 884495-39-0, name is 5-Bromo-2-methoxypyridin-3-amine, molecular formula is C6H7BrN2O, 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.

(1) 5-Bromo-3-amino-2-methoxypyridine (0.097 g, 0.48 mmol), pyridine (0.057 g, 0.72 mmol), and dissolved in dichloromethane (0.77 mL) to prepare a reaction solution 1, phenylsulfonyl chloride (0.10g, 0.58mmol) to prepare reaction solution 2,The flow rate (0.5mL / min) set by the intelligent numerical control sampler was simultaneously introduced into the first three-way mixer (ambient temperature 0 C) through a 500 mum inner diameter picker tube and mixed, and then flowed out under its own pressure and entered Set a temperature-controlled (25 C) picker tube with an inner diameter of 500 mum, complete the sulfonamidation reaction under the set residence time t1 (0.5min), and then pass the back pressure valve to obtain the first effluent;

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 884495-39-0, 5-Bromo-2-methoxypyridin-3-amine.

Reference:
Patent; Fudan University; Zhuhai Fudan Chuangxin Institute; Ling Yun; Zhou Yaming; Jia Yu; Deng Mingli; Liu Xiaofeng; Yang Yongtai; Chen Zhenxia; (30 pag.)CN110498798; (2019); A;,
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.1334411-79-8, name is 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine, molecular formula is C12H6BrCl2N3, molecular weight is 343.01, as common compound, the synthetic route is as follows.HPLC of Formula: C12H6BrCl2N3

To a solution of 4-bromo-2-(2,6-dichlorophenyl)-lH-imidazo[4,5-c]pyridine (1.0 g,2.9 mmol) in DMF (5 mL) at 23 C was added sodium hydride (0.1 1 g, 4.4 mmol). The mixture was allowed to stir at 23 C for 30 min before iodomethane (0.46 g, 3.2 mmol) was added in one portion and the mixture was stirred at 23 C overnight. The reaction mixture was quenched with water (50 mL), extracted with ethyl acetate (3 x 50 ml). The combined organic phase was washed with brine, dried over Na2S04, and then concentrated. The residue was purified by column chromatography on silica gel with dichloromethane/rnethanol ( 10:1) to give the desired products as a mixture (0.65 g, 62% yield). LCMS(ESI) m/z: 358.1 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1334411-79-8, 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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. HPLC of Formula: C7H7NO3

EXAMPLE 1 A 306 mg. (0.002 mole) sample of 2-methoxynicotinic acid (the product of Preparation A) was added in one portion to 20 ml. of well-stirred 5.25% aqueous sodium hypochlorite solution (Clorox). The resulting mixture (now a solution) was then allowed to stir at room temperature (~20 C.) for a period of approximately 18 hours (i.e., overnight). Upon completion of this step, the reaction mixture was acidified with 10 ml. of 1N hydrochloric acid and the resulting precipitate was subsequently extracted with chloroform. The organic extracts were then combined, dried over anhydrous magnesium sulfate and filtered, and the resulting filtrate was subsequently concentrated in vacuo to afford 195 mg. (52%) of pure 5-chloro-2-methoxynicotinic acid, m.p. 139-141 C. (literature m.p. 149-150 C., according to D. E. Kuhla et al. in U.S. Pat. No. 3,879,403). The pure product was further characterized by means of nuclear magnetic resonance data and mass spectroscopy.

With the rapid development of chemical substances, we look forward to future research findings about 16498-81-0.

Reference:
Patent; Pfizer Inc.; US4716231; (1987); A;,
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. 55717-45-8, name is 6-Bromopyridin-3-ol, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4BrNO

Reference Example 65 5-(benzyloxy)pyridine-2-carbaldehyde [Show Image] A solution of 6-bromopyridin-3-ol (4.20 g) in N,N-dimethylformamide (100 mL) was purged with nitrogen, sodium hydride (60%, oil, 1.06 g) was added under ice-cooling, and the mixture was stirred at 0C for 15 min. Benzyl bromide (3.15 mL) was added to the reaction mixture, and the mixture was warmed to room temperature, and stirred at room temperature for 16 hr. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane = 10:90 – 50:50, volume ratio) to give a colorless oil. A solution of the obtained oil in toluene (10 mL) was added to a solution of tributylmagnesium ate complex in toluene-tetrahydrofuran-hexane prepared from a 1.6M n-butyllithium hexane solution (8.4 mL) and a 2.0M butylmagnesium chloride tetrahydrofuran solution (3.4 mL) in at -10C, and the mixture was stirred at – 10C for 2.5 hr. N,N-dimethylformamide (1.59 mL) was added to the reaction mixture, and the mixture was warmed to room temperature and stirred at room temperature for 2 hr. 10% Aqueous citric acid solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane = 5:95 – 50:50, volume ratio) to give the title compound (1.00 g, yield 17%) as a colorless oil. MS:214(MH+).

The synthetic route of 55717-45-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem