Tag: M.W:100-200

Application of 10128-72-0, 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.10128-72-0, name is Methyl 3-hydroxyisonicotinate, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.

[0166] To a solution of chloride (200 mg, 1.0 mmol, 1.0 eq), and phenol (153 mg, 1.0 mmol, 1.0 eq) in DMF (15 mL) was added K2C03 (414 mg, 3.0 nimol, 3.0 eq) and the reaction mixture was heated at 8 0-90 C for 5 h. Solvent was removed and the residue was purified by column chromatography (EtOAc/ MeOH) to give the alkylation product. MS: exact mass calculated for C15H13N303, 283.10; m/z found, 284 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 10128-72-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102145; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17282-01-8, 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 17282-01-8, name is 3-Bromo-2-fluoro-5-picoline. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-2-fluoro-5-methylpyridine (202 mg, 1.06 mmol),4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (300 mg, 1.17 mmol), potassiumacetate (208 mg, 2.12 mmol) and PdCh(PPh3h (37 mg, 0.053 mmol) in dioxane (4 mL) wasstirred for 3 hours at 100C. To the mixture was added di-tert-butyl(6′-bromotrispiro[cyclobutane-1,2′-chromene-4′,4″-[1,3]oxazole-3′,3″‘-oxetan]-2″-yl)imidodicarbonate (300 mg, 0.531 mmol), sodium carbonate (225 mg, 2.12 mmol) and H20 (1 mL),and the mixture was stirred for 1.5 hours at 100 oc. The mixture was treated with charcoal,and filtered off. The filtrate was partitioned between EtOAc and water. The organic layer waswashed with brine, dried over MgS04 , filtered, and the filtrate was evaporated to give a palebrown oil. The oil was dissolved in toluene (5 mL) and to the mixture was added silicagel(neutral; 600 mg). The mixture was refluxed for 1 hour. The solvent was evaporated off. Silicagel column chromatography (CHCh-EtOH, linear gradient of EtOH from 0 to 20%)afforded a solid. The solid was triturated in Et20 and collected by filtration, washed with Et20and dried in vacuo at 70 octo give6′-(2-fluoro-5-methylpyridin-3-yl)trispiro[cyclobutane-1,2′-chromene-4′,4″-[1,3]oxazole-3’,3″‘-oxetan]-2″-amine (130 mg).

According to the analysis of related databases, 17282-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTELLAS PHARMA INC.; COMENTIS, INC.; MUNAKATA, Ryosuke; INOUE, Makoto; TOMINAGA, Hiroaki; YAMASAKI, Shingo; SHIINA, Yasuhiro; SAMIZU, Kiyohiro; HAMAGUCHI, Hisao; HONG, Lin; WO2013/181202; (2013); A2;,
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. 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Product Details of 89402-42-6

Example 4 3-Fluoro-2-phenylthio-5-trifluoromethylpyridine At 148-156 C., 59.6 g (0.326 mol) of 2,3-difluoro-5-trifluoromethylpyridine were added over a period of 2.5 h to 37.7 g (0.338 mol) of 98.7% pure thiophenol and 2.1 mg (0.01 mol %) of copper powder, and the mixture was stirred at 156-164 C. for 2 hours. After cooling, the residue was taken up in methylene chloride, washed with 0.5 N aqueous sodium hydroxide solution and water, dried over magnesium sulfate and concentrated under reduced pressure. 88.9 g (100% of theory) of the title compound of

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, 89402-42-6, 2,3-Difluoro-5-(trifluoromethyl)pyridine.

Reference:
Patent; BASF Aktiengesellschaft; US6191280; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54-92-2, 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.54-92-2, name is N’-Isopropylisonicotinohydrazide, molecular formula is C9H13N3O, molecular weight is 179.22, as common compound, the synthetic route is as follows.

General procedure: To a solution of the 4a (1g, 3.48 mmol), N’-isopropylbenzohydrazide (7a) (0.93g, 5.22 mmol) and HATU (1.98g ,5.22 mmol) in DMF (15.0 mL) was added N,N-diisopropylethylamine (DIPEA) (0.90 ml, 5.22 mmol). The reaction mixture was then stirred at room temperature overnight, and then partitioned between ethyl acetate and water. The organic phase was washed with brine dried over MgSO4, and concentrated. Purification by silica gel column chromatography using n-Hexane:EtOAc=3:1 as eluting solvents gave compound 8a as white solid. Compounds 8a-y, 14a-d, 15, 18, 20a and 20b were also prepared using same procedure.

The chemical industry reduces the impact on the environment during synthesis 54-92-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kim, Minkyoung; Kwon, Jinsun; Kim, Mun Ock; Singh, Sarbjit; Kim, Sang Kyum; Lee, Kyeong; Lee, Kiho; Lee, Hyun Sun; Choi, Yongseok; Bulletin of the Korean Chemical Society; vol. 36; 2; (2015); p. 628 – 635;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 41288-96-4, Adding some certain compound to certain chemical reactions, such as: 41288-96-4, name is 2-Chloro-5-hydroxypyridine,molecular formula is C5H4ClNO, 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 41288-96-4.

General procedure: Using an apparatus previously described for method B [21] , potassium hydroxide (2.52 g, 45 mmol, 15 equiv) and water (2.52 g) were added to the reaction vessel and the mixture was allowed to stir until the potassium hydroxide was almost completely dissolved. Then, 2-bromo-3-pyridinol (0.354 g, 3 mmol) was added and the mixture stirred for 30 min, after which acetonitrile (10 mL) was added via syringe and the mixture stirred at room temperature. Fluoroform was then bubbled slowly into the mixture for 2 h, after which the resulting mixture was stirred for one additional hour. After being quenched with water and extracted with ethyl acetate, the ethyl acetate layer was washed with a saturated solution on sodium hydroxide, separated and concentrated. Additional impurities were removed via column chromatography on silica gel using an 80:20 mixture of hexanes/methylene chloride to give a 53% yield of the liquid product, 2-bromo-3-difluoromethoxypyridine (3d):

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. 41288-96-4, 2-Chloro-5-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thomoson, Charles S.; Wang, Linhua; Dolbier, William R.; Journal of Fluorine Chemistry; vol. 168; (2014); p. 34 – 39;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 138588-22-4, 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine, 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, Product Details of 138588-22-4, blongs to pyridine-derivatives compound. Product Details of 138588-22-4

3-(Pyridin-2-yl)- 1 ,2,4-thiadiazol-5-amine (50 rag, 0.28 mmoi) was dissolved in 1.5 ml, pyridine. 4-Chlorobenzenesulfonyl chloride (65 mg, 0.31 mmol) was then added. The mixture was stirred for 16 hours at room temperature. The reaction was partitioned between dichloroniethane and water. The aqueous layer was extracted with dichloromethane. The combined organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to obtain Compound 14 as a tan solid. LCMS (M/Z): 352 (M + H). NMR (400 MHz, acetone) delta ppm 7.53 – 7.63 (m, 3 H) 7.91 (d, J 8.64 Hz, 2 H) 8.03 (td, J=7.75, 1.54 Hz, 1 H) 8.24 (d, J 8.00 Hz, 1 IT) 8.66 (d, J 4.49 Hz, 1 H).

The synthetic route of 138588-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100367-55-3, 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.100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, molecular weight is 149.11, as common compound, the synthetic route is as follows.

To a solution of 5-nitropyridine-2-carbonitrile (7.0 g, 46.9 mmol) in methanol (150 mL) was added 10% palladium on carbon (2.0 g) and carbamic acid (7.0 g, 115 mmol). After being heated under reflux for 16 hours, the resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (150 mL) and the resulting mixture was extracted with ethyl acetate (150 mL x 3). The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 5.1 g of 5-aminopyridine-2-carbonitrile (yield was 9 1.3%).

The chemical industry reduces the impact on the environment during synthesis 100367-55-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Lisha; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; WO2015/22301; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 850663-54-6, 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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

Into a 250 mL 3 -necked round-bottom flask purged and maintained with nitrogen was added a solution of 4-chloro-5-nitropyridin-2-ol (1 1.5 g, 65.9 mmol) in CH3CN (1 10 mL), followed by addition of POBr3 (23.1 g). The resulting solution was stirred at 80 C for 2 hours. The solids were filtered out and the filtrate was concentrated under vacuum. The residue was suspended in 500 mL of ice water. The resulting solids were collected by filtration and dried under vacuum to afford 2,4- dibromo-5-nitropyridine (7.66 g, 41.1%) as a light yellow solid, which was carried forward without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,850663-54-6, its application will become more common.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 920966-03-6 ,Some common heterocyclic compound, 920966-03-6, molecular formula is C8H5ClN2O2, 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.

The compound 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid 11a (1.00 g, 5.10 mmol) and DMF (10 mL) were added to the reaction flask, was added CDI (0.91g, 5.61mmol), stirred at room temperature for 1 hour and ice-water bath, followed by addition of NH3.H2O (1.12mL) at 0 C, stirred at room temperature for 1 hour. TLC monitored the reaction was complete, the system was poured into water, extracted three times with ethyl acetate, washed with water, and the combined organic phases were washed with brine, dried over anhydrous sodium sulfate, and concentrated, dichloromethane / petroleum ether = 5ml / 1ml beating, suction filtration, dried under reduced pressure using a rotary evaporator to give the title compound 11b (0.6g, 3.08mmol), in a yield of 60.3%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,920966-03-6, its application will become more common.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Qiang; Qu Minkai; Zhang Linli; Song Jinqian; Liu Lei; Chen Haiji; Liu Qiang; Wang Yijin; Ge Jian; (67 pag.)CN109535164; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67058-71-3, 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 67058-71-3 as follows.

To a suspension of NaH (60 % in mineral oil, 90 mg, 2.25 mmol) in DMF (4.2 mL) cooled at 0C was added a solution of 1-(1 H-pyrrolo[2,3-c]pyridin-3-yl)-ethanone (prepared according to J. Org. Chem. 2002, 67, 6226) (300 mg, 1.87 mmol) in DMF (4.2 mL) and the resulting suspension was stirred at 0C under nitrogen atmosphere for 30 min before slow addition of tert-butyl bromoacetate (277 mu, 1.87 mmol). The reaction mixture was allowed to reach RT and further stirred at RT for 1.5 h. After completion of the reaction, the mixture was purified first by catch-release on SiliaPrep Tosic Acid-(2×10 g) (Varian) (eluent: MeOH (50 mL) by 2 M ammonia in MeOH (50 mL)) to give a mixture of regioisomers: (3-acetyl-pyrrolo[2,3-c]pyridin- 1-yl)-acetic acid tert-butyl ester and (3-acetyl-pyrrolo[2,3-c]pyridin-6-yl)-acetic acid tert-butyl ester followed by flash column chromatography on silica gel (CH2CI2 to CH2CI2/MeOH 85-15) to give (3-acetyl-pyrrolo[2,3-c]pyridin-1-yl)-acetic acid tert-butyl ester as a yellow powder. TLC, Rf (CH2CI2/ MeOH 9-1) = 0.50; MS (UPLC/MS): 275.3 [M+H]+, 319.2 [M+HCOO]-; tR (HPLC conditions f): 1.28 min; 1 H-NMR (400 MHz, DMSO-d6): delta (ppm): 8.88 (s, 1 H), 8.50 (s, 1 H), 8.33 (d, 1 H), 8.06 (d, 1 H), 5.27 (s, 2H), 2.48 (s,3H), 1.45 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67058-71-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; SIMIC, Oliver; VULPETTI, Anna; ROGEL, Olivier; WO2012/93101; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem