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. 61889-48-3, name is 2-Chloro-1-(pyridin-3-yl)ethanone hydrochloride, the common compound, a new synthetic route is introduced below. Computed Properties of C7H7Cl2NO

Recombinant E. coli HB101 (pNTFPG) accession number FERM BP-7117 (April 11, 2000, International Patent Organism Depositary, National Institute of Advanced Industrial Science and Technology, address: AIST Tsukuba Central 6, 1-1, Higashi 1-Chome, Tsukuba-shi, Ibaraki-ken 305-8566 Japan) was inoculated in 50 ml of 2xYT medium, which was sterilized in a 500 ml Sakaguchi flask, and cultured by shaking at 37C for 18 hours. After 2 mg of NAD+ and 2.8 g of glucose were added to 40 ml of the obtained culture solution, 2 g of 3-(2-chloro-acetyl)pyridine hydrochloride was added over 5 hours while adjusting the pH to 6.5 at 30C and then agitation was conducted for 2 hours. After the reaction was finished, the reaction solution was extracted by ethyl acetate and concentrated under reduced pressure to obtain 1.6 g of yellow oily matter, which is the title compound. The chemical purity and optical purity were analyzed in the same manner as in Example 1. The chemical purity was 96.5 % and the optical purity was 99.0 %ee

The synthetic route of 61889-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KANEKA CORPORATION; EP1454899; (2004); 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. 62774-90-7, name is 2,6-Dichloro-4-methylnicotinic acid, the common compound, a new synthetic route is introduced below. COA of Formula: C7H5Cl2NO2

To a solution of 2,6-dichloro-4-methylnicotinic acid (10 g, 48.5 mmol) in DMF (162 mL) was added potassium carbonate (10.06 g, 72.8 mmol) and MeI (12 mL, 192 mmol) at 0 C. The reaction mixture was stirred at RT for 3 h and was subsequently poured into water. This mixture was extracted with EtOAc and the organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The crude material was used without further purification.

The synthetic route of 62774-90-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74784-70-6, Adding some certain compound to certain chemical reactions, such as: 74784-70-6, name is 5-(Trifluoromethyl)pyridin-2-amine,molecular formula is C6H5F3N2, 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 74784-70-6.

Example 100 [6-TRIFLUOROMETHYL-2- [4- (3-TRIFLUOROMETHYL-PYRIDIN-2-YL)-PIPERAZIN-1-YL]-3H-] [IMIDAZO [4, 5-B] PYRIDINE,] trifluoroacetic acid salt. (a) [3-NITRO-5-TRIFLUOROMETHYL-PYRIDIN-2-YLAMINE.] To a 250-mL, round-bottomed flask was added [5-TRIFLUOROMETHYL-PYRIDIN-] 2-ylamine (8.3 g, 51.2 mmol, Matrix Scientific) and H2SO4 (49 mL). The resulting mixture was cooled to [0 C,] and [HN03] (8.2 mL) was added dropwise. The mixture was heated to [80 C] for [48] h, cooled to room temperature and added dropwise into a vigorously stirred ice-water (500 mL). After the addition, the mixture was basified to pH 9 with [1 ON NAOH] and extracted with EtOAc (2 x [500] mL). The combined organic extracts were dried over [MGS04] and filtered. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography, eluting with [ETOAC/HEXANE] (1: 2) to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 208 (M+1).

According to the analysis of related databases, 74784-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; WO2004/35549; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine, 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, Recommanded Product: 5-Amino-2-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 5-Amino-2-(trifluoromethyl)pyridine

Example 4; 5-amino-l-(3-(pyrrolidin-l-ylmethyl)benzyl)-7-(trifluoromethyl)pyrMdionePreparation of 2-chloro-6-(trifluoromethyl)pyridin-3-amine (19)[000396] To a solution of 6-(trifluoromethyl)pyridin-3-amine (18) (1 equiv) (commercially available) in CH3CN (0.25M) was added N-cholorosuccinimide (1 equiv) and stirred at 80 C for 2 hours. The mixture was then cooled down to room temperature and concentrated en vaccuo. The residue was purified by Combi-Flash using 0-20% EtOAc in hexane to afford 2-chloro-6- (trifluoromethyl)pyridin- 3 – amine (19).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; CORTEZ, Alex; LI, Yongkai; LIAO, Xuebin; WU, Tom Yao-Hsiang; ZHANG, Xiaoyue; WO2011/57148; (2011); 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. 10128-71-9, name is 3-Hydroxyisonicotinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C6H5NO3

A solution of 3-hydroxyisonicotinic acid (495 g, 3.56 mol) in EtOH (7 L) and concentrated H2SO4 (250 mL) was heated under reflux for 72 h and then cooled to rt and concentrated under reduced pressure to remove the solvent. The residue was dissolved in water (3 L) and the pH was adjusted to 4 by addition of saturated aqueous NaHCO3 solution. The resulting precipitate was removed by filtration and the filtrate was extracted with DCM (2 Lx3 ). The combined organic phase was washed with brine, dried over anhydrous Na2SO4 and then concentrated under reduced pressure to give ethyl 3-hydroxyisonicotinate (414 g, 70%) as yellow oil.

The synthetic route of 10128-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1180132-17-5, 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.1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine, molecular formula is C12H20N4, molecular weight is 220.31, as common compound, the synthetic route is as follows.

Nitrogen was bubbled into a solution of compound 104 (40 mg, 0.13 mmol, 1.0 eq), compound 8 (30.2 mg, 0.137 mmol, 1.05 eq), Pd2(dba)3 (11.9 mg, 0.013 mmol, 0.1 eq), Xantphos (15 mg, 0.026 mmol, 0.2 eq) and CS2CO3 (84.7 mg, 0.26 mmol, 2.0 eq) in dioxane (2 mL) for 5 mins. The mixture was stirred at 110 C for 2 h. After completion, the mixture was cooled down to RT, the mixture was diluted with DCM (5 mL) and filtered through celite, washed with DCM (4 mL), dried over sodium sulfate, concentrated and purified by pre-HPLC to give the desired product (20 mg, 31%). *H NMR (300 MHz, CDCb): delta 8.40-8.34 (m, 2 H), 8.27 (s, 1 H), 8.23 (s, 1 H), 8.09 (s, 1 H), 7.82 (d, J= 13.5 Hz, 1 H), 7.72 (d, J= 7.8 Hz, 1 H), 4.53 (t, J= 7.2 Hz, 2 H), 3.50 (s, 1 H), 3.32 (t, J= 7.2 Hz, 2 H), 2.88-2.83 (m, 2 H), 2.61-2.43 (m, 10 H), 1.09 (t, J= 6.9 Hz, 3 H). LC-MS (ESI): (M+H)+ = 491.3.

The chemical industry reduces the impact on the environment during synthesis 1180132-17-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14529-54-5 ,Some common heterocyclic compound, 14529-54-5, molecular formula is C6H5Br2NO, 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.

A sealed tube was equipped with a magnetic stirrer and charged with 285b (1.1 g, 6.4 mmol), 3,5-dibromo-l-methylpyridin-2(lH)-one 5 (1.7 g, 6.4 mmol) and cesium carbonate (4.6 g, 14 mmol) in 1,4-dioxane (64 mL). After bubbling nitrogen through the solution for 30 min, Xantphos (440 mg, 0.8 mmol) and tris(dibenzylideneacetone) dipalladium(O) (400 mg, 0.5 mmol) were added, and the reaction mixture was heated to 100 C for 16 h. After this time, water (50 mL) and ethyl acetate (50 mL) were added. The aqueous layer was separated and extracted with ethyl acetate (2 x 50 mL). The combined organic extracts were washed with brine (100 mL) and dried over sodium sulfate. The resulting residue was purified by column chromatography eluting with a gradient of methylene chloride – 60:35:5 methylene chloride: diethyl ether: methanol to afford a 28% yield (620 mg) of 285c.

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. 14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, 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, 53937-02-3, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Benzyloxy-2-(1H)-pyridone

A. Preparation of the intermediate compounds; Al. Preparation of intermediate compound 1-1; To a solution of 4-benzyloxy-2(lH)-pyridone (2 g, 10.0 mmol) in DCM (20 ml), was added 4-bromophenylboronic acid (4 g, 24.0 mmol), Cu(OAc)2 (0.360 g, 2.0 mmol), pyridine (1.51 ml, 20.0 mmol), TEMPO (1.72 g, 11 mmol) and molecular sieves (4 A) (2 g). The reaction mixture was stirred overnight at room temperature. The solid was filtered off. The filtrate was treated with an aqueous solution of NH4OH. The organic layer was separated, dried (Na2SO4) and the solvent evaporated. The resulting residue was purified by column chromatography (DCM 100 to DCM/EtOAc 4/1). The desired fractions were collected and the solvent was evaporated. The residue was treated with DIPE to yield intermediate compound 1-1 (3.16 g, 89 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53937-02-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/141200; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69627-02-7, 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 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of thieno[3,2-b]pyridin-7-ol (from Aldrich) (0.54 g, 3.6 mmol) and N-iodosuccinimide (0.88 g, 3.9 mmol) in acetonitrile (10 mL) was heated at reflux overnight. The mixture was concentrated under reduced pressure to give the desired product which was used in the next step without further purification. LCMS calculated for C7H5INOS (M+H)+: m/z=277.9. Found: 277.8.

According to the analysis of related databases, 69627-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); 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 133627-45-9, name is 2-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 133627-45-9

(1) Add 37.0 g of sodium metal (Na) to 383 ml of methanol (MeOH) in 1L three-necked flask in portions, and add hydrogen over about 50 min to control the release of hydrogen. When Na is clear, dissolve 38.3 g of compound 12- Methyl-3-aminopyridine and cuprous iodide were all placed in a 1 L autoclave and heated to 110 C. overnight (about 14 h); on the next day, the reaction was complete by TLC and the solvent was decanted and ice-dissolved. 500 mL of MTBE Ether), the organic phase was dried and the solvent was decanted to give 229.4 g of product in 78.7% yield.TLC information: Raw Rf = 0.4, Product Rf = 0.7.Developing solvent: petroleum ether: ethyl acetate (PE: EA) = 10: 1.

With the rapid development of chemical substances, we look forward to future research findings about 133627-45-9.

Reference:
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (7 pag.)CN104230811; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem