Tag: M.W:100-200

Application of 586-98-1, 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 586-98-1, name is Pyridin-2-ylmethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: GeneralProcedure for the preparation of 2-Phenyl-1H-benzoimidazole (3aa): A 25mL over-dried Schlenk tube was charged with 2-nitroaniline (41.4 mg, 0.3 mmol),benzyl alcohol (97.2 mg, 0.90 mmol) and Pd(dppf)Cl2 (12.2 mg, 0.015mmol). The tube was purged with nitrogen three times. Toluene (1 mL) was addedto the sealed reaction vessel by syringe. The reaction mixture was stirred in apreheated oil bath at 160 oC for 24 h. After cooling to roomtemperature, the reaction mixture was then concentrated in vacuo, and theresidue was purified by column chromatography (silica gel, petroleumether/ ethyl acetate = 4:1) to give 3aa as a pale yellow solid (56.5 mg, 97%).

According to the analysis of related databases, 586-98-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Xiaotong; Hu, Renhe; Tong, Yao; Pan, Qiang; Miao, Dazhuang; Han, Shiqing; Tetrahedron Letters; vol. 57; 41; (2016); p. 4645 – 4649;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16498-81-0, 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.16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, molecular weight is 153.14, as common compound, the synthetic route is as follows.

To a 100-mL round-bottomed flask was added 2-methoxynicotinic acid (1.52 g, 9.93 mmol, Aldrich, St. Louis, MO) and borane methyl sulfide complex (3.77 mL, 39.7 mmol, Aldrich, St. Louis, MO) in tetrahydrofuran (30 mL). The reaction mixture was stirred at 70 C for 16 h. The mixture was cooled to 0 C and MeOH (10 mL) was added dropwise. After the addition was completed, the reaction mixture was stirred for further 20 min. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 60% EtOAc/hexanes to give (2-methoxy-3-pyridinyl)methanol (1.15 g) as a white solid.

Statistics shows that 16498-81-0 is playing an increasingly important role. we look forward to future research findings about 2-Methoxynicotinic acid.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-69-0, 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, Recommanded Product: 80194-69-0, blongs to pyridine-derivatives compound. Recommanded Product: 80194-69-0

Example 28 N-(3-((2R,5R)-6-amino-3,3,5-trifluoro-2,5-dimethyl-2,3,4,5-tetrahydropyridin-2-yl)-4-fluorophenyl)-5-(trifluoromethyl)picolinamide Prepared from (3R,6R)-6-(5-amino-2-fluorophenyl)-3,5,5-trifluoro-3,6-dimethylpiperidine-2-thione and 5-(trifluoromethyl)picolinic acid LC-MS (m/z) 463 (MH+) tR=0.61 minutes (Method A) 1H NMR (600 MHz, DMSO-d6) delta 10.96 (s, 1H), 9.18-9.09 (m, 1H), 8.48 (dd, J=8.3, 2.1 Hz, 1H), 8.33 (d, J=8.2 Hz, 1H), 7.89-7.81 (m, 2H), 7.17 (dd, J=11.9, 8.7 Hz, 1H), 6.58-6.29 (m, 2H), 2.62-2.52 (m, 1H), 2.31-2.16 (m, 1H), 1.77-1.66 (m, 6H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80194-69-0, 5-(Trifluoromethyl)picolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; Juhl, Karsten; Marigo, Mauro; Tagmose, Lena; Jensen, Thomas; US2015/232449; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

To a stirred solution of 5-bromo-lH-pyrrolo[2,3-Z?]pyridine (10 g, 50.76 mmol) in 500 mL of acetone N-idodosuccinamide was added and the reaction mixture was stirred for 20 min at room temperature. The product was crashed out as white solid was filtered and washed with lOOmL acetone. Resulting solid was dried under vacuum to afford 5- bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (16.34 g, 100%) as a light yellow powder. XH NMR (DMSO-i , 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 322/324 (M+l)+, calc. 322.

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1003-68-5 ,Some common heterocyclic compound, 1003-68-5, molecular formula is C6H7NO, 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 solution of 5-methylpyridin-2(lH)-one, 1-495 (cas: 1003-68-5, 5.0 g, 45.87 mmol, 1.0 equiv.), KI (1.522 g, 9.17 mmol, 0.2 equiv.), and NaH (60%, 2.20 g, 55.04 mmol, 1.2 equiv.) in DMF (20 ml) was stirred under nitrogen at 0 C for 1 hour. Then the reaction mixture was added to a solution of /er/-butyl (2-bromoethyl)carbamate (cas: 39684-80-5, 15.34 g, 68.80 mmol, 1.5 equiv.) in DMF (30 mL) dropwise. The reaction mixture was stirred at 0 C for 1 hour and then 25 C for 12 hours. LCMS analysis showed -50% conversion, at which point H20 (50 mL) was added and the reaction mixture was extracted with EtOAc (100 mL x 3). The organic phase was dried and purified by silica gel chromatography (20%-50% EtOAc with Petroleum ether) to give the product /er/-butyl (2- (5-methyl-2-oxopyridin-l(2H)-yl)ethyl)carbamate, 1-496 (1.7 g, 15% yield, 95% purity) as a white solid, MS (ESI, positive ion) m/z: 253(M+l) and byproduct: tert-butyl (2-((5- methylpyridin-2-yl)oxy)ethyl)carbamate (0.4 g, 3% yield, 95% purity), MS (ESI, positive ion) m/z: 253(M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1003-68-5, its application will become more common.

Reference:
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (2019); 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. 932-35-4, name is 3-Hydroxypicolinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 3-Hydroxypicolinonitrile

Reference Example 23: N-(5-chloropyridin-2-yl)-2-[(2-cyanopyridin-3-yl)oxy]acetamide; [] 2-Cyano-3-hydroxypyridine (35.0 g) obtained according to the method described in a literature (Synthesis 1983, 316) is dissolved in acetone (800 ml), and thereto are added 2-chloro-N-(5-chloropyridin-2-yl)acetamide (62.6 g) obtained in Reference Example 21, potassium carbonate (60.0 g) and sodium iodide (45.8 g). The mixture is then heated under reflux for 2 hours. After allowing to cool, water and ethyl acetate are poured to the reaction mixture, and the insoluble materials are removed by filtration. The organic layer is then separated. The aqueous layer is extracted with ethyl acetate and the organic layers are combined, washed with saturated brine and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure and the resulting residue is suspended in diethyl ether. The precipitates are collected by filtration to give the title compound (80.3 g). APCI-MS M/Z:289/291[M+H]+.

The synthetic route of 932-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 586-98-1, Pyridin-2-ylmethanol, 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: 586-98-1, blongs to pyridine-derivatives compound. Recommanded Product: 586-98-1

General procedure: In a typical experiment, alcohol (10 mmol), aqueous NH3*H2O (30 mmol), FeCl4-IL-SiO2 (0.5 g), and CH3CN (10 mL) were added to a round-bottomed flask. Then, aqueous 30 % H2O2 (21 mmol) was gradually added into the reactor at room temperature. The obtained mixture was stirred at 30 C for appropriate time (Table 4). The reaction was monitored by TLC and GC. After completion of the reaction, the catalyst was recovered by filtration. Evaporation of the solvent under reduced pressure gave the crude product. Further purification was achieved by flash column chromatography on a silica gel (petroleum ether/ethyl acetate, 5:1) to give the desired product. Fresh substrates were then recharged to the recovered catalyst and then recycled under identical reaction conditions.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,586-98-1, Pyridin-2-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Hu, Yu-Lin; Wang, Bing Tong; Fang, Dong; Journal of the Iranian Chemical Society; vol. 14; 1; (2017); p. 233 – 243;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74115-12-1, 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.74115-12-1, name is 5-Chloro-3-hydroxypyridine, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.

To a solution of 5-chloropyridin-3-ol (6f) (1.30 g, 10.0 mmol) in THF (50 mL) was added Et3N (1.21 g, 12.0 mmol) and 1,1,1-trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide (3.93 g, 11.0 mmol) at room temperature. After stirring for 20 min, the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and 1 mol/L HCl. The separated aqueous layer was extracted with EtOAc again. The combined extract was washed with brine, dried over anhydrous MgSO4, filtered, and then concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/EtOAc = 99/1-19/1) to afford compound 6a (1.73 g, 66%) as a colorless oil: 1H-NMR (CDCl3) d 7.69 (1H, t, J = 2.3 Hz), 8.52 (1H, d, J = 2.3 Hz), 8.64 (1H, d, J = 1.9 Hz).

Statistics shows that 74115-12-1 is playing an increasingly important role. we look forward to future research findings about 5-Chloro-3-hydroxypyridine.

Reference:
Article; Nishida, Haruyuki; Fujimori, Ikuo; Arikawa, Yasuyoshi; Hirase, Keizo; Ono, Koji; Nakai, Kazuo; Inatomi, Nobuhiro; Hori, Yasunobu; Matsukawa, Jun; Fujioka, Yasushi; Imanishi, Akio; Fukui, Hideo; Itoh, Fumio; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3447 – 3460;,
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. 1072-97-5, name is 5-Bromopyridin-2-amine, molecular formula is C5H5BrN2, 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. Safety of 5-Bromopyridin-2-amine

Example 57b. 5-(l-Methyl-lH-pyrazol-4-yl)-pyridin-2-ylamineA mixture of 2-amino-5-bromopyridine (3.0 g, 17.3 mmol), l-methyl-4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2yl)-lH-pyrazole (5.4 g, 26.0 mmol) and potassium carbonate (3.6 g, 26.0 mmol) in dimethoxy ethane (60 mL) and water (10 mL) was degassed for 15 minutes using nitrogen. [l,l ‘-Bis(di-tert-butylphosphino)- ferrocene]palladium (II) dichloride (562 mg, 0.87 mmol) was added and the reaction mixture was heated in a sealed tube at 90 0C overnight. The mixture was cooled to room temperature and partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The organic phase was separated and the aqueous layer was re-extracted with ethyl acetate. The combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography using a gradient of 2 to 5% methanol in dichloromethane. The desired fractions were collected and concentrated in vacuo, and the solid obtained was washed with diethyl ether to offord the title compound (2 g, 66%).1H NMR (400 MHz, CHLOROFORM-d) delta ppm 3.94 (s, 3 H) 4.39 (br. s., 2 H) 6.53 (d, J=8.21 Hz, 1 H) 7.50 (m, 2 H) 7.66 (s, 1 H) 8.21 (d, J=2.34 Hz, 1 H). ESMS m/z: [M+l]+ 175.1

With the rapid development of chemical substances, we look forward to future research findings about 1072-97-5.

Reference:
Patent; ASTRAZENECA AB; LO-ALFREDSSON, Yvonne; PAULSEN, Kim; RAKOS, Laszlo; ROTTICCI, Didier; WALDMAN, Magnus; WO2010/132015; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75711-00-1, 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 75711-00-1, name is 2-Chloro-3-methoxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 3-methoxy-2-(4-methyl-1H-imidazol-1-yl)-5-nitropyridine To a stirred solution of 2-chloro-3-methoxy-5-nitropyridine (2 g, 10.60 mmol) in DMSO (40 mL) under an argon atmosphere were added potassium carbonate (3.65 g, 26.51 mmol) and 4-methyl-1H-imidazole (1 g, 12.72 mmol) at room temperature. The reaction mixture was stirred at 45 C. for 16 h. After consumption of the starting material (monitored by TLC), the reaction mixture was diluted with water (40 mL) to obtain solid which was filtered and dried in vacuo to afford 3-methoxy-2-(4-methyl-1H-imidazol-1-yl)-5-nitropyridine (1.8 g, 72%) as a yellow solid. 1H-NMR (DMSO-d6, 400 MHz): delta 8.92-8.90 (m, 1H), 8.45 (s, 1H), 8.36-8.32 (m, 1H), 7.68 (s, 1H), 4.10 (s, 3H), 2.20 (s, 3H); LC-MS: 235 (M+1); (column; X-Bridge C-18 (50*3.0 mm, 3.5 mum); RT 2.09 min. 0.05% aq TFA: ACN; 0.80 mL/min); TLC: 5% MeOH/CH2Cl2 (Rf: 0.4).

According to the analysis of related databases, 75711-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORUM Pharmaceuticals Inc.; Burnett, Duane A.; Bursavich, Matthew Gregory; McRiner, Andrew J.; (484 pag.)US2017/44182; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem