Tag: M.W:200-300

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 1136-52-3, name is (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C11H15NO3

2.09 g (3.5 mmol) of 5-hydroxymethyl2,2-dimethyl-4H-[1 ,3]dioxino[4,5-c]picoline was dissolved in 50 ml_ EtOAc then cooled to 0 C. 1 ml_ triethylamine was added followed by 1.15 g pf methane sulfonyl chloride. The mixture was stirred for 30 min. A solution of 1.12 g 4-fluorophenol in 5 ml_ DMF was cooled to 0 C and 1.12 g potassium tert-butanoate was added to form a phenol salt. This solution was added to the other at which point a gel formed. This was stirred and allowed to warm to room temperature for 1 h. The solution was then quenched by addition of water and adjusting the pH to 4 with acetic acid. The organic phase was evaporated. The residue was then adsorbed on silica gel then washed over a pad of silica gel with DCM. The DCM was evaporated to yield 2.4 g of a clear oil which spontaneously crystallized.

With the rapid development of chemical substances, we look forward to future research findings about 1136-52-3.

Reference:
Patent; MONTREAL HEART INSTITUTE; POIRIER, Steve; STRANIX, Brent Richard; MAYER, Gaetan; (82 pag.)WO2019/84681; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113237-20-0, 2,6-Dichloro-5-fluoronicotinamide, 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, 113237-20-0, blongs to pyridine-derivatives compound. Recommanded Product: 2,6-Dichloro-5-fluoronicotinamide

To a stirred solution of 2,6dichloro-5-fiuoro-pyridine-3-carboxamide (95 g, 0.45 mol) in MeOH (45 mL) and AcOH (450 mL) was added Zn powder (41.92 g, 0645 mol). The resulting reaction mixture was heated at 85 C for 15 h. After TLC (petroleum ether: EtOAc1:1) showed the completion of the reaction, the reaction mixture was diluted with saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue, after being washed with hexane several times gave the title compound (70 g, 88% yield) as a solid.MS: 173.0 [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,113237-20-0, its application will become more common.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; ZBINDEN, Katrin Groebke; KUHN, Bernd; WANG, Lisha; LIU, Yongfu; WU, Jun; SHEN, Hong; SHI, Tianlai; (174 pag.)WO2017/133664; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 875781-15-0, 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. 875781-15-0, name is 5-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, 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.

Into two parallel 30 ml sealed tubes, each was placed 5-bromo-2-fluoronicotinaldehyde (1.83 g, 9.0 mmol), allylamine (1.03 g, 18.0 mmol) and ethanol (15 mL). The resulting solution was stirred for 3 h at 80 C. After cooling room temperature, the resulting solution was poured into 30 mL of hydrochloric acid (iN) and the resulting mixture was stirred for 10 mm and then extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Purification by silica gel chromatography (eluting with 1:10 EtOAc/pet. ether) afforded 2-(allylamino)-5-bromonicotinaldehyde as a light yellow solid. MS: (ESI, m/z): 241, 243 [M+H].

According to the analysis of related databases, 875781-15-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 870997-85-6, 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 870997-85-6, name is 3-Amino-5-bromopyridine-2-carboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows.

Example B5, Step 2. A solution of the starting material (e.g., 7-methoxy-2-oxa-6- azaspiro[3.4]oct-6-ene, 1 equiv) and 3-amino-5-bromopicolinic acid (1.5 equiv) in toluene (0.02 M) was refluxed under nitrogen atmosphere until the reaction was complete. After concentration, the residue was purified by silica gel chromatography to give the desired product (e.g., 6′-bromo-l’H-spiro[oxetane-3,2′-pyrrolo[2,l- 6]quinazolin]-9′(3’H)-one).

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 870997-85-6, 3-Amino-5-bromopyridine-2-carboxylic Acid.

Reference:
Patent; HEFFERNAN, Michele, L., R.; HARDY, Larry, Wendell; WU, Frank, Xinhe; SARASWAT, Lakshmi, D.; SPEAR, Kerry, L.; WO2012/170845; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-79-0 , The common heterocyclic compound, 69045-79-0, name is 2-Chloro-5-iodopyridine, molecular formula is C5H3ClIN, 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.

Synthesis of 2-hydrazinyl-5-iodopyridine (0815) The solution of 2-chloro-5-iodopyridine (2.0 g, 20.9 mmol), anhydrous hydrazine (3.3 mL, 105 mmol) in pyridine (40 mL) was heated at reflux overnight. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added 1 N sodium hydroxide solution and it was extracted with EtOAc. The organic layer was separated, dried (sodium sulfate) and concentrated under reduced pressure. To the residue was added hexanes, and the precipitate was collected and dried in vacuo to afford the title compound (1.35 g, 69% yield) as off-white crystals. MS (ES+, m/z): 236.2 (M++1).

The synthetic route of 69045-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
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.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.COA of Formula: C5H3FIN

Hydrazine hydrate (12.50 mL, 256 mmol) was added dropwise to a solution of 2-fluoro-3-iodopyridine (preparation 26a, 5.72 g, 25.7 mmol) in ethanol (43 mL) and the resulting mixture was stirred at room temperature for 24 hours and then at 35 C for a further 24 hours. The solvent was then evaporated in vacuo and water was added. The white solid that formed was filtered, washed with water and dried to yield the title compound (2.78 g, 46%) as a white solid which was used without further purification. LRMS (m/z): 236 (M+1)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 82671-06-5, 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 82671-06-5, name is 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

[0253] A mixture of 2,6-dichloro-5-fluoronicotinic acid (1.26 g, 6.0 mmol), 3-fluorophenethyl amine (1.25 ml_, 9.0 mmol), DIEA (3.14 ml_, 18 mmol) and MeCN (6 ml.) was refluxed for 48 hrs and concentrated. The residue was dissolved in EtOAc (120 ml_) and washed with saturated citric acid, water, brine, dried and concentrated. The organic layers were combined, dried (MgSO4) and concentrated. The residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give 6-chloro-5-fluoro-2-(3-fluorophenethylamino)nicotinic acid as a solid (920 mg, 49%). LRMS (M+H+) m/z 313.0.

According to the analysis of related databases, 82671-06-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTOKINETICS, INCORPORATED; WO2008/16643; (2008); A2;,
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. 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General procedure: To a stirred solution of 4a (74.5 g, 410 mmol) in DMF (450 mL) was added NaH (60% dispersion in oil, 19.7 g, 491 mmol) at 0 C and the mixture was stirred at the temperature for 30 min. Then 2,3-dichloro-5-(trifluoromethyl)pyridine (60.0 mL, 433 mmol) was added to the mixture, which was allowed to warm to room temperature, and stirred at room temperature for 1 h and at 50 C for 1 h. The reaction was quenched with sat. NH4Cl on ice-bath and extracted with EtOAc and the combined organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residual solid was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 2:1) to give a pale-yellow solid, which was recrystallized from EtOAc/hexane to give 5a (79.0 g, 53%) as white crystals.

The synthetic route of 69045-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid, 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, 80194-68-9, blongs to pyridine-derivatives compound. Quality Control of 3-Chloro-5-(trifluoromethyl)picolinic acid

Preparation of 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridine (IX-01) 950 mg (4.97 mmol) of N3-methyl-6-(trifluoromethyl)pyridine-3,4-diamine (II-01), 1.12 g (4.97 mmol) of 3-chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid and 953 mg (4.97 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) are stirred in 10 ml of pyridine at 115 C. for 7 h. The reaction mixture is freed of solvent under reduced pressure, then water is added and the mixture is extracted three times with ethyl acetate. The combined organic phases are dried over sodium sulphate, concentrated again and purified by column chromatography purification by means of preparative HPLC with a water/acetonitrile gradient as eluent. (log P (neutral): 2.96; MH+: 381; 1H NMR (400 MHz, D6-DMSO) delta ppm: 4.00 (s, 3H), 8.35 (s, 1H), 8.86 (s, 1H), 9.22 (s, 1H), 9.30 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80194-68-9, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; ALIG, Bernd; ILG, Kerstin; MALSAM, Olga; GOeRGENS, Ulrich; TURBERG, Andreas; LI, Jun; ZHERSH, Sergey; ARLT, Alexander; (58 pag.)US2017/73342; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 625-92-3, 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. 625-92-3, name is 3,5-Dibromopyridine. A new synthetic method of this compound is introduced below.

Intermediate G5: 5-Ethylpyridine-3-boronic acid; Step 1: 3-Bromo-5-ethyl-pyridine; 3,5-dibromo-pyridine (0.4 g, 1.688 mmol), potassium carbonate (0.7 g, 5.064 mmol), [1,1′- Bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.138 g, 0.169 mmol), silver(I)oxide (0.902 g, 4.22 mmol), ethyl boronic acid (0.150 g, 2.03 mmol) and THF (8 ml) are mixed together, purged with argon and heated to reflux overnight. After cooling to room temperature the reaction mixture is filtered through Celite (filter agent) washing with DCM. The DCM is reduced in vacuo and the residue is purified by flash chromatography by loading onto a 20 g silica column eluting with DCM to afford the title compound, [MH+ 185.91 and 187.91].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,625-92-3, 3,5-Dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; LEGRAND, Darren, Mark; WO2009/10530; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem