Tag: M.W:100-200

Related Products of 136888-21-6, 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.136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, molecular weight is 176.53, as common compound, the synthetic route is as follows.

In a high-pressure reactor, 85 g (0.5 mol) of 2,3-dichloro-5-fluoropyridine was added to 200 mL of ammonia water.Set the temperature to 180 C, high pressure reaction 24h,TLC detects the reaction of the raw material completely.The solvent was evaporated to give 2-chloro-5-fluoro-3-aminopyridine 65 g;2-chloro-5-fluoro-3-aminopyridine 65 g (0.45 mol)Placed in 900 mL round bottom flask in acetonitrile,Aqueous buffer solution 450mL (0.6M K2CO3-4×10-4M EDTA disodium salt) was added successively,Acetonitrile 350mL (3mol) and 30% H2O2 in water290mL (3mol),The reaction mixture was stirred at room temperature for 1 hour and extracted with ethyl acetate (3 x 300 mL).Combine organic layers,Dry with anhydrous Na2SO4,Remove the solvent under vacuum to obtain the product of sufficient purity 2-chloro-5-fluoro-3-nitropyridine65g;To a solution of 2-chloro-5-fluoro-3-nitropyridine 65 g (0.35 mol) in DMSO/H2O (9:1, 3500 mL) was added L-Proline 230g (2mol),Na2CO3 210g (2mol),NaN3 230g (3.5mol),Sodium ascorbate 350g (1.75mol) andCuSO4·5H2O500g (2 mol);The mixture was stirred in an oil bath at 70 C for 24 hours.Then pour the mixture into 10,000 mL of ice water.The solid product was filtered and crystallized to obtain 47 g of 2-amino-5-fluoro-3-nitropyridine.

Statistics shows that 136888-21-6 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Mao Shen; Hu Yalun; Liu Guofeng; (11 pag.)CN107903266; (2018); A;,
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 101990-70-9, name is 5-(Chloromethyl)-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H8ClNO

3,7-Dimethyl-1H-purine-2,6(3H,7H)-dione (300 mg, 1.67 mmol) was dissolved in N,N-dimethylformamide (10 mL), and 5-(chloromethyl)-2-methoxypyridine (263 mg, 1.67 mmol), potassium iodide (332 mg, 2.00 mmol) and potassium carbonate (461 mg, 3.34 mmol) were added. The reaction solution was heated to 120C, stirred for 3 hours and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (1:1 petroleum ether / ethyl acetate, Rf = 0.2) to give 1-((6-methoxypyridin-3-yl)methyl)-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione (20.0 mg) with a yield of 4%. 1H NMR: (400 MHz, CDCl3) delta 8.28(s, 1H), 7.78(d, J = 8.0 Hz, 1H), 7.51(s, 1H), 6.67(d, J = 8.0 Hz, 1H), 5.12(s, 2H), 3.99(s, 3H), 3.91(s, 3H), 3.57(s, 3H). MS-ESI calcd. [M + H]+ 302, found 302.

With the rapid development of chemical substances, we look forward to future research findings about 101990-70-9.

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Lingyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (160 pag.)EP3299371; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 717106-69-9, 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. 717106-69-9, name is Methyl 2-(6-chloropyridin-3-yl)acetate. A new synthetic method of this compound is introduced below.

A mixture of 0.500 g (2.69 MMOL) of Preparatory Compound A and 479 mg (2.69 MMOL) of N-BROMOSUCCINIMIDE in 5 mL of carbon TETRACHLORIDE was treated with 5 mg of azo-bis-isobutyronitrile and was heated at reflux for four hours and was allowed to cool. The mixture was concentrated to dryness and the residue was chromatographed on silica gel (230-400 mesh) using 95/5 DICHLOROMETHANE/ETHYL acetate as eluent to afford 353 mg (50%) of Preparatory Compound S methyl bromo (6-CHLORO- 3-pyridinyl) acetate as an oil ; 1HNMR (CDCI3) 6 8.44 (d, 1H, J= 2.6 HZ), 7.98 (dd, 1 H, J = 8.3 Hz and J = 2.5 Hz), 7.38 (d, 1 H, J = 8.5 Hz), 5.33 (s, 1 H), 3.82 (s, 3H); MS (ES+) m/z 265 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,717106-69-9, Methyl 2-(6-chloropyridin-3-yl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; WO2004/57960; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 76196-79-7, 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. 76196-79-7, name is Ethyl 6-cyanonicotinate. A new synthetic method of this compound is introduced below.

[0148] To a solution of ethyl 6-cyano-3-pyridinecarboxylate (3.75 g) and cone. HCl (7.5 mL) in 225 mL ethanol was added 10% Pd/C (wet, 375 mg) and the reaction mixture was hydrogenated using hydrogen balloon and stirred for 12 h. Solution was filtered through celite and ethanol was evaporated to give ethyl 6-(aminomethyl)-3-pyridinecarboxylate HCl as a white solid, which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76196-79-7, Ethyl 6-cyanonicotinate, and friends who are interested can also refer to it.

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; WO2013/102142; (2013); 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. 55676-22-7, name is 3-Acetyl-6-chloropyridine, molecular formula is C7H6ClNO, 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. name: 3-Acetyl-6-chloropyridine

To a solution of 1-(6-chloropyridin-3-yl)ethanone (4.0 gm, 0.0257 mole) in DMF (15 mL), cesium carbonate (16.8 gm, 0.051 mole) was added followed by addition of methyl 2-hydroxyacetate (8.0 ml, 0.103 mmoles) at 25 C under nitrogen atmosphere and the reaction mixture was stirred at 80-90 C for 18 h. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evapourated under reduced pressure. The crude product was purified by colunm chromatography (Eluent: 16% ethyl acetate in hexane) to yield 1.25 gm (23%) of product as off white solid. 1H NMR: DMSO-d6, delta2.55 (s, 3H), 3.67 (s, 3H), 5.02 (s, 2H), 7.04 (dd, J = 8.8 & 0.4 Hz, 1H), 8.20 (dd, J = 8.8 & 2.4 Hz, 1H), 8.78 (d, J = 2.0 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 55676-22-7.

Reference:
Patent; Cadila Healthcare Limited; PINGALI, Harikishore; MAKADIA, Pankaj; PANDYA, Vrajesh; KALAPATAPU, V. V. M. Sairam; JAIN, Mukul R.; EP2658851; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84539-30-0, 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.84539-30-0, name is 5-Bromo-N-methylpyridin-2-amine, molecular formula is C6H7BrN2, molecular weight is 187.04, as common compound, the synthetic route is as follows.

To a microwave reaction vial was added N-(5-fert- butylisoxazol-3-yl)-2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)acetamide from Step 1 of Example 85 (350 mg, 0.91 mmol), 5-bromo-N- methylpyridin-2-amine (256 mg, 1.37 mmol), 2M aq sodium carbonate (1.37 mL, 2.73 mmol), acetonitrile (10 mL), and [1,1′- bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (74.3 mg, 0.091 mmol). The vial was purged with argon, sealed, and heated in a microwave reactor at 150 C for 15 min. The mixture was partitioned between EtOAc (50 mL) and water (50 mL), and the aqueous layer was separated and extracted with EtOAc (2 x 40 mL). The combined organic layers were washed with brine (2 ^ 30 mL), dried over MgS04, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with 0 – 70% EtOAc in hexanes to give N-(5-tert-butylisoxazol-3-yl)-2-(4-(6-(methylamino)pyridin-3- yl)phenyl)acetamide (165 mg, 50%) as an off-white solid. 1H NMR (300 MHz, DMSO-t/6) 6 11.20 (s, 1H), 8.30 (d, J= 2.3 Hz, 1H), 7.69 (dd, J= 2.4, 8.7 Hz, 1H), 7.52 (d, J= 8.1 Hz, 2H), 7.34 (d, J= 8.3 Hz, 2H), 6.61 (d, J= 4.7 Hz, 1H), 6.57 (s, 1H), 6.52 (d, J= 8.7 Hz, 1H), 3.66 (s, 2H), 2.80 (d, J= 4.9 Hz, 3H), 1.27 (s, 9H). LC- MS (ESI) m/z 365 (M +H)+.

Statistics shows that 84539-30-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-N-methylpyridin-2-amine.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; HOLLADAY, Mark, W.; LIU, Gang; XU, Shimin; WO2011/22473; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55758-32-2, 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 55758-32-2 as follows.

Preparation of 2-fluoro-5-[3-(tetrahydro-2H-pyran-2-yloxy)bropoxy]byridine Bromoacetaldehyde diethyl acetal (2.29 ml, 13.3 mmol) and cesium carbonate (10.08 g, 30.9 mmol) were added to an N,N-dimethylacetamide solution (20 ml) of 6-fluoropyridin-3-ol (1 g, 8.84 mmol), and stirred under a nitrogen atmosphere at 100C for 6 hours. The reaction solution was cooled to room temperature, water was added, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage, hexane:ethyl acetate = 7:1 1 to 3:1) to obtain a colorless oil (2.47 g) containing 2-fluoro-5-[3-(tetrahydro-2H-pyran-2-yloxy)propoxy]pyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55758-32-2, its application will become more common.

Reference:
Patent; Banyu Pharmaceutical Co., Ltd.; EP2221301; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]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, 866546-07-8, blongs to pyridine-derivatives compound. Safety of 5-Chloro-1H-pyrrolo[2,3-b]pyridine

General procedure: In a microwave reaction vial with a magnetic stirring bar was placed the azaindoleor indole (0.38 mmol), aldehyde (0.19 mmol), and K2CO3 (176 mg, 1.27 mmol), followedby addition of 2.5 mL of 1:1 mixture of MeOH:H2O. The resulting mixture was placed ina microwave reactor and irradiated at 130 oC for 30 minutes. After cooling to roomtemperature, the volatiles were removed under reduced pressure. The crude residue wasdiluted with water (10 mL) and extracted with ethyl acetate (3 x 10 mL). The combinedorganic layers were dried over sodium sulfate, filtered, and the resulting filtrate evaporated in vacuo to give a crude solid that was purified using reversed-phase HPLC,eluting with MeCN/H2O with a trace of TFA to give the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,866546-07-8, its application will become more common.

Reference:
Article; Uddin, Md. Imam; Buck, Jason R.; Schulte, Michael L.; Tang, Dewei; Saleh, Samir A.; Cheung, Yiu-Yin; Harp, Joel; Manning, H. Charles; Tetrahedron Letters; vol. 55; 1; (2014); p. 169 – 173;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1597-32-6, 2-Amino-6-fluoropyridine, 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, SDS of cas: 1597-32-6, blongs to pyridine-derivatives compound. SDS of cas: 1597-32-6

To a solution of 6-fluoropyridin-2-amine (1.12 g, 10 mmol) in DMF (16 mL) was added NaH (0.24 g, 60% dispersion in mineral oil, 10 mmol) and the mixture stirred for 0.5 h. To the mixture was added 6-chloro-N-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (0.93 g, 4 mmol) under N2. The mixture was stirred at room temperature for 16 h, then partitioned between 45 mL of saturated NH4Cl solution and 45 mL of ether. The organic layer was washed with water (30 mL×3) and saturated NaCl solution (30 mL×3), dried over Na2SO4, concentrated in vacuo, and purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=3:1) to give 6-chloro-N-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (1.04 g, 99%) as a light brown solid. LC-MS: [M+H]+, 264.1, 266.2, tR=1.601 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1597-32-6, 2-Amino-6-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 154237-70-4, 4-Bromo-3-cyanopyridine, 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, Computed Properties of C6H3BrN2, blongs to pyridine-derivatives compound. Computed Properties of C6H3BrN2

Into a 20 mL vial were added dimethylamine (295.63 mg, 6.557 mmol, 2.00 equiv) , 4-bromopyridine-3-carbonitrile (600 mg, 3.279 mmol, 1 equiv) and K 2CO 3 (1.36 g, 9.836 mmol, 3.00 equiv) at room temperature. The resulting mixture was stirred for 2 h at 40. The resulting mixture was filtered, the filter cake was washed with DCM (2×20 mL) . The filtrate was concentrated under reduced pressure. The residue was purified by Prep-TLC (EtOAc) to afford 4- (dimethylamino) pyridine-3-carbonitrile (470mg, 97.40%) as an off-white solid (crude) . 1H-NMR (400 MHz, CDCl 3) delta 3.26 (6H, s) , 6.55 (1H, d) , 8.23 (1H, d) , 8.47 (1H, s)

The synthetic route of 154237-70-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; QI, Changhe; TSUI, Honchung; ZENG, Qingbei; YANG, Zhenfan; ZHANG, Xiaolin; (399 pag.)WO2020/35052; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem