Tag: M.W:200-300

Electric Literature of 884495-39-0, Adding some certain compound to certain chemical reactions, such as: 884495-39-0, name is 5-Bromo-2-methoxypyridin-3-amine,molecular formula is C6H7BrN2O, 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 884495-39-0.

2-(Methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine To 5-bromo-2-(methyloxy)-3-pyridinamine (18.93 g, 93 mmol, available from Asymchem) in a 1 L round-bottom flask was added nitrogen-purged 1,4-Dioxane (500 mL) followed by 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (47.4 g, 186 mmol), potassium acetate (27.5 g, 280 mmol) (0.402 g, 0.493 mmol) and PdCl2(dppf)-CH2Cl2 adduct (7.61 g, 9.32 mmol). The mixture was then stirred at 80 C. under nitrogen. The reaction mixture was allowed to cool then partitioned between ethyl acetate and water. The mixture was filtered through a celite pad and the aqueous layer extracted further with ethyl acetate (2*). The combined organics were washed with water, brine and dried over magnesium sulphate overnight. The residue was purified on 1.5 Kg Silica cartridge, eluting a 0-50% ethyl acetate/dichloromethane over 10 column volumes. The appropriate fractions were combined and evaporated to dryness. The residue was triturated with cyclohexane, the solid filtered off and dried in vacuo to leave the title compound as a light pink solid (1.1 g). LCMS (Method A) Rt 0.91 mins, MH+ 251A second crop was obtained from the above filtrate andafier drying gave a thrther portion of the title compound as alight pink solid (2.95 g).

According to the analysis of related databases, 884495-39-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
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. 13534-89-9, name is 2,3-Dibromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H3Br2N

General procedure: A mixture of MeCN and MeOH (2:1, 15 ml) wasadded to a mixture of 2,3-dibromopyridine (1) (474 mg,2.0 mmol), arylboronic acid (2.1 mmol), K2CO3 (560 mg,4.0 mmol), PPh3 (52 mg, 10 mol %) and Pd(OAc)2 (23 mg,5 mol %) in a screw-cap vial. Reaction mixture was flushedwith argon, sealed, and stirred at 50C for 24 h in an oilbath. Then the reaction mixture was cooled to room temperature and filtered through Celite. Filtrate was concentratedunder reduced pressure, the residue was dissolved in CH2Cl2(20 ml), washed with water (3×10 ml) and dried overNa2SO4. Solvent was evaporated under reduced pressure,and the residue was purified by column chromatography on silica (hexane-EtOAc, 30:1) to provide pure pyridines 2a-j.

The synthetic route of 13534-89-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shestakov, Aleksandr N.; Pankova, Alena S.; Kuznetsov, Mikhail A.; Chemistry of Heterocyclic Compounds; vol. 53; 10; (2017); p. 1103 – 1113; Khim. Geterotsikl. Soedin.; vol. 53; 10; (2017); p. 1103 – 1113,11;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 152684-30-5, 5-Bromo-2-methoxy-3-nitropyridine, 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: 152684-30-5, blongs to pyridine-derivatives compound. Recommanded Product: 152684-30-5

To a suspension of 5-bromo-2-methoxy-3-nitropyridine (0.4 g, 1.72 mmol) in EtOH (5 mL) and H2O (5 mL) were added iron powder (0.38 g, 6.87 mmol) and NH4Cl (0.39 g, 7.21 mmol). The reaction was heated to reflux and stirred further for 1 hour, and then concentrated in vacuo. The residue was diluted with EtOAc (10 mL) and the resulted mixture was filtered through a pad of CELITE. The filtrate was extracted with EtOAc (10 mL×3). The combined organic phases were washed with brine (10 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a yellow solid (0.30 g, 86%). [0301] MS (ESI, pos. ion) m/z: 203.0 [M+H]+; [0302] 1H NMR (400 MHz, CDCl3) delta (ppm): 3.92 (s, 3H), 4.86 (s, 2H), 7.03 (d, J=2.0 Hz, 1H), 7.41 (d, J=2.0 Hz, 1H).

The synthetic route of 152684-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; Xi, Ning; US2014/234254; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, 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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

ter/-butyl (4-methoxybenzyl)(4-(4-(trifluoromethyl)pyridin-2-yl)thiazol-2-yl)carbamate was prepared from /er/-butyl (4-methoxybenzyl)(4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)thiazol-2-yl)carbamate (0.558 g, 1.25 mmol), 2-bromo-4-(trifluoromethyl)pyridine (0.310 g, 1.37 mmol), K3PO4 (0.796 g, 3.75 mmol), Pd(dppf)Cl2 (0.91 g, 0.125 mmol) and DME/H2O (12 and 3 mF respectively); the reaction time was 3 h at 80 C. The product, purified by column chromatography (hexane:EtOAc; 1 :0 to 9: 1), was obtained as a colorless wax (0.350 g, 60 %). (0189) NMR (500 MHz, CDCl3) (ppm) 8.74 (d, J = 5.04 Hz, 1H), 8.25 (d, J = 1.57 Hz, 1H), 7.81 (s, 1H), (0190) 7.42 – 7.36 (m, 3H), 6.87 – 6.82 (m, 2H), 5.34 (s, 2H), 3.78 (s, 3H), 1.57 (s, 9H); (0191) 13C NMR (126 MHz, CDCl3) (ppm) 161.7, 159.1, 154.4, 150.3, 148.3, 139.2, 130.1, 129.6, 124.2 (q, ^C-F = 272.6 Hz), 122.1, 117.7 (d, 7 = 3.64 Hz), 116.6, 114.3, 113.9, 83.9, 55.4, 50.1, 28.4; (0192) 19F NMR (471 MHz, CDCl3) (ppm) -64.96; (0193) HRMS calcd for C22H23F3N3O3S [M+H]+ 466.1407, found 466.1409.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175205-81-9, its application will become more common.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; VSIANSKY, Vit; NIKULENKOV, Fedor; KREJCI, Lumir; (133 pag.)WO2019/201867; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1204295-87-3, 2-Bromo-4-(difluoromethyl)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, 1204295-87-3, blongs to pyridine-derivatives compound. Safety of 2-Bromo-4-(difluoromethyl)pyridine

To a degassed mixture of 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzamide ( 1.5g, 6.07 mmol) and 2-bromo-4-(difluoromethyl)pyridine(1.515g, 7.284 mmol) in dioxane was added Pd2(dba)3(catalytic amount) , X-phos (catalytic amount) and Cs2C03 (3.956g, 12.141 mmol) under ^atmosphere. The mixture was stirred at 100 C overnight. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated, and the residue was purified on silic-gel to give N-(4-(difluoromethyl)pyridin-2-yl)-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)benzamide (1.8 g, yield 79%). 1HNMR (400MHz, DMSO-d6): delta= 8.55-8.54 (d, / = 4 Hz, 1 H), 8.39 (s, 1 H), 8.02-8.00 (d, / = 8.0 Hz, 2 H), 7.79-7.77 (d, / = 8.0 Hz, 2 H), 7.34-7.33 (d, / = 4 Hz, 1 H), 7.29-7.01 (t, / = 52 Hz, 1 H), 1.30 (s, 12 H), MS (ESI): M/Z (M+l)=375.16.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1204295-87-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); A1;,
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. 68957-50-6, name is 5-Bromo-6-methyl-3-nitropyridin-2-amine, molecular formula is C6H6BrN3O2, 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. SDS of cas: 68957-50-6

To a mixture of 5-bromo-6-methyl-3-nitro-pyridin-2-amine (1.0 g, 4.310 mmol) and copper cyanide (0.579 g, 6.464 mmol) in dimethyl sulfoxide (21.5 mL) was added dropwise in 10 minutes isopentyl nitrite (1.49 mL, 10.774 mmol) at 40C under argon. The mixture was stirred at 40C for 3 hours. The crude mixture was added slowly to a cold stirred solution of ethyl acetate and brine under argon flow, with a NaOCI trapper exit. A precipitate appeared and the mixture was cooled to room temperature and flushed with argon. The mixture was filtered over a pad of celite, washed with ethyl acetate. The filtrate aqueous phase was separated and extracted with ethyl acetate. The combined organic layers were washed with NaOCI and brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to give 827mg of crude 5-bromo-6-methyl-3-nitro-pyridine-2-carbonitrile. This material was used without further purification. LCMS (method 1 ): 240/242 (M-H) , retention time 1.17 min

With the rapid development of chemical substances, we look forward to future research findings about 68957-50-6.

Reference:
Patent; SYNGENTA CROP PROTECTION AG; MUEHLEBACH, Michel; EDMUNDS, Andrew; RENDLER, Sebastian; EMERY, Daniel; SEN, Indira; SIKERVAR, Vikas; (0 pag.)WO2019/234160; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83004-10-8, 2-Bromo-6-(bromomethyl)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: 2-Bromo-6-(bromomethyl)pyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromo-6-(bromomethyl)pyridine

To a solution of 5-(1 H-benzo[d]imidazol-2-yl)-N,N-diethylpyridin-2-amine (100 mg, 0.38 mmol) in DMF (3.7 mL) cooled to 0 C was added NaH (60% dispersion in oil, 19.5 mg, 0.49 mmol). After 5 minutes, 2-bromo-6-(bromomethyl)pyridine (104 mg, 0.41 mmol) was added, and the reaction mixture was warmed to room temperature. After 30 minutes, the reaction was quenched with saturated aqueous NH4CI (2 mL) and diluted with EtOAc (20 mL) and water (20 mL). The phases were separated, and the aqueous layer was further extracted with EtOAc (2 x 20 mL). The combined organic extract was washed with water (20 mL) and brine (50 mL), dried over anhydrous Na2S04, filtered, and concentrated. The resulting residue was purified by silica gel chromatography (eluting with 10 to 100% EtOAc/hexanes) to afford the desired product (130 mg) as a yellow film. LC-MS (ES) m/z = 438 [M+H]+. NMR (400 MHz, CDCI3): delta 8.37 (d, J = 2.0 Hz, 1 H), 7.94 – 7.73 (m, 2H), 7.50 – 7.44 (m, 2H), 7.34 – 7.29 (m, 1 H), 7.24 – 7.15 (m, 2H), 6.80 (dd, J = 6.7, 1 .6 Hz, 1 H), 6.58 (d, J = 8.9 Hz, 1 H), 5.57 (s, 2H), 3.57 (q, J = 7.1 Hz, 4H), 1 .23 (t, 3H), 1 .45 – 1 .28 (m, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83004-10-8, 2-Bromo-6-(bromomethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1001413-01-9, Adding some certain compound to certain chemical reactions, such as: 1001413-01-9, name is 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid,molecular formula is C13H9F2NO3, 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 1001413-01-9.

Compound 25.5 (0.168 grams, 0.749), l-(3,4-difluoro-benzyl)-2-oxo-l,2-dihydro- pyridine-3-carboxylic acid (0.200 grams, 0.749 mmol), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (0.172 grams, 0.899 mmol) and 1-hydroxybenzotriazole monohydrate (0.138 grams, 0.899 mmol), and diisopropylethylamine (0.652 ml, 3.75 mmol) were dissolved in dimethylacetamide (4 ml) and stirred at ambient temperature for 17 hours. The reaction was diluted with EtOAc, washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography on silica (3% MeOH/DCM) to yield Compound 25.6 (0.066grams, 0.140 mmol, 19%). ES (+) MS m/e = 472 (M+l). IH NMR (400 MHz, DMSO-d6) delta ppm 4.59 (m, 2 H) 5.20 (m, 2 H) 6.58 (m, 1 H) 7.14 (m, 2 H) 7.40 (m, 2 H) 8.00 (m, 1 H) 8.08 (m, 1 H) 8.22 (m, 1 H) 8.29 (m, 2 H) 8.39 (m, 2 H) 8.84 (m, 1 H) 10.11 (m, 1 H) 12.06 (m, 1 H).

According to the analysis of related databases, 1001413-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); 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. 1136-52-3, name is (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 1136-52-3

General procedure: A mixture of alpha4,3-O-isopropylidene pyridoxine, the respective saccharide and molecular sieves (4 A) was stirred under argon atmosphere in dry dichloromethane (5 mL) at rt for 1 h before it was cooled to 0 C. Silver triflate and N-iodosuccinimide (3.0 eq.) were added and the reaction mixture allowed to reach rt overnight. The mixture was diluted with dichloromethane (10 mL) and filtered through a pad of celite. Afterwards, the filtrate was washed with Na2S2O3 (10 % in water, 30 mL) and the aqueous phase was extracted with dichloromethane (3 x 40 mL). The combined organic layers were washed with distilled water (1 x 50 mL), brine (1 x 50 mL) and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product subjected to column chromatography using SiO2 (pentane/ethyl acetate 1/1 to 1/4, gradient elution) followed by C18 (methanol, isocratic) to afford the glycoside, which was used directly in the deprotection reaction.

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, 1136-52-3, (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol.

Reference:
Article; Bachmann, Thomas; Schnurr, Christian; Zainer, Laura; Rychlik, Michael; Carbohydrate Research; vol. 489; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1149-23-1, 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 1149-23-1, name is Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To the solution of HEH or BNAH (0.1 mmol) in ethanol or acetonitrile (2 mL) wasadded polysulfide 1 (0.2 mmol). The solution was incubated at r.t. or 37 C for 20 h(for HEH) or 5 h (for BNAH) under dark. After removing the solvent under reducedpressure, the yield of product 2 or 3 were determined by 1H-NMR.

According to the analysis of related databases, 1149-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Peng, Bo; Liu, Chunrong; Li, Zhen; Day, Jacob J.; Lu, Yun; Lefer, David J.; Xian, Ming; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 542 – 545;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem