Day: September 6, 2021

Adding a certain compound to certain chemical reactions, such as: 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-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, Quality Control of 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine

Example 5A 5-Fluoro-3-iodo-1H-pyrazolo[3,4-b]pyridine [0592] 5-fluoro-1H-pyrazolo[3,4-b]pyridine-3-amine were initially charged in THF (329 ml), and the mixture was cooled to 0 C. 16.65 ml (131.46 mmol) of boron trifluoride diethyl ether complex were then added slowly. The reaction mixture was cooled further to -10 C. A solution of 10.01 g (85.45 mmol) of isopentyl nitrite in THF (24.39 ml) was then added slowly, and the mixture was stirred for a further 30 min. The mixture was diluted with cold diethyl ether (329 ml) and the resulting solid was isolated by filtration. The diazonium salt thus prepared was added a little at a time to a solution at 0 C. of 12.81 g (85.45 mmol) of sodium iodide in acetone (329 ml), and the mixture was stirred at RT for 30 min. The reaction mixture was poured into ice-water (1.8 l) and extracted twice with ethyl acetate (487 ml each time). The collected organic phases were washed with saturated aqueous sodium chloride solution (244 ml), dried, filtered and concentrated. This gave 12.1 g (86% pure, 60% of theory) of the desired compound as a brown solid. The crude product was converted without further purification. [0594] LC-MS (Method 1): Rt=1.68 min; MS (ESIpos): m/z=264 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Lang, Dieter; Wunder, Frank; US2014/228366; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 607373-82-0, 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.607373-82-0, name is 4-Methoxy-5-nitropyridin-2(1H)-one, molecular formula is C6H6N2O4, molecular weight is 170.12, as common compound, the synthetic route is as follows.

Example 2 Preparation of 2-chloro-4-methoxy-5-nitro pyridine Charged 2-hydroxy-4-methoxy-5-nitro pyridine (100 g) and dimethylaniline (92 mL) at 10 C.- to 20 C. Added phosphorus oxychloride (300 mL) slowly at 10 C. to 20 C. Refluxed for 2.0 hrs. Cooled to room temperature and dumped reaction mixture in ice and extracted in ethyl acetate after adjusting the pH to around 10 to 12. Treated the organic layer with brine solution and dried over sodium sulphate. Distilled off under reduced pressure to give residue which on crystallisation with diisopropyl ether gave 2-chloro-4-methoxy-5-nitro pyridine (70.0 g).

The chemical industry reduces the impact on the environment during synthesis 607373-82-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Apicore US LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thakor, Sanjay F.; Naik, Ashish; US2015/315149; (2015); A1;,
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.4214-73-7, name is 2-Amino-5-cyanopyridine, molecular formula is C6H5N3, molecular weight is 119.12, as common compound, the synthetic route is as follows.Formula: C6H5N3

Synthesis of 6-amino-5-iodonicotinonitrile 6-Amino-3-pyridinecarbonitrile (10.0 g, 0.081 mol), silver trifluoroacetate (25.5 g, 0.115 mol) and 160 ml of 1,2-dichloroethane are combined in a flask and heated under reflux for 5 h. Iodine (29.5 g, 0.116 mol) is added, and the mixture is heated for a further 18 h. After cooling, the mixture is filtered and partitioned between water and dichloroethane. Organic and aqueous phase are filtered through Celite. The aqueous phase is extracted to exhaustion, and the combined organic phases are combined, dried and evaporated. The residue is dissolved in ethyl acetate and washed with sodium thiosulfate solution. Removal of the solvent gives 6.6 g of yellowish crystals product. These are reacted further without further purification; HPLC: 2.57 min; LCMS: 246 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4214-73-7, 2-Amino-5-cyanopyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK PATENT GMBH; Heinrich, Timo; Rohdich, Felix; Esdar, Christina; Krier, Mireille; Greiner, Hartmut; US2015/218155; (2015); A1;,
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.754230-78-9, name is 3-(Benzyloxy)-5-bromopyridin-2-amine, molecular formula is C12H11BrN2O, molecular weight is 279.13, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of 3-benzyloxy-5-bronio-pyridin-2-ylamine (278 mg, 1.00 mmol) in propionitrile (24 mL) and DMF (6 mL) were added iV-methyl-7^-(3-methyl-benzofuran-2- ylmethyl)acrylamide ( 252 mg, 1.10 mmol), (/-Pr)2EtN (0.35 mL, 2.00 mmol), Pd(OAc)2 (22 mg, 0.10 mmol) and P(o-tol)3 (61 mg, 0.20 mmol), and the mixture was de-oxygenated with argon for 15 min. The mixture was heated to reflux overnight, allowed to cool, filtered through a pad of diatomaceous earth, and the filtrate was concentrated. Purification by column chromatography (silica gel, CH2Cl2ZMeOH, 96:4) and then by slow precipitation fromCH?Cfe/hexanes gave the title compound (165 mg, 39%) as a pale yellow solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-^5) delta 7.77 (s, IH), 7.58-6.94 (m, 12H), 6.27 (s, 2H), 5.19 (s, 2H), 5.00-4.78′ (ms 2H), 3.18-2.92 (m, 3H), 2.27 (s, 3H); MS (ESI) m/e 428 (M + H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,754230-78-9, 3-(Benzyloxy)-5-bromopyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2007/67416; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20265-37-6 ,Some common heterocyclic compound, 20265-37-6, molecular formula is C6H6N2O3, 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.

3-Methoxy-2-nitro-pyridine (53, 7.00 g, 45.4 mmol) in 100 mL of methanol, was degassed and palladium (0.7 g, 20%) was added. The reaction was stirred at room temperature for one day under a hydrogen balloon. The reaction was filtered through celite and the filtrate concentrated under vacuum to provide the desired compound (54, 5.555 g). MS (ESI) [M+H+]+=125.3.

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. 20265-37-6, 3-Methoxy-2-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); 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.144100-07-2, name is 2-Bromo-6-fluoropyridine, molecular formula is C5H3BrFN, molecular weight is 175.99, as common compound, the synthetic route is as follows.Computed Properties of C5H3BrFN

A mixture of 2-bromo-6-fluoropyridine (477 mg, 2.7 mmol), 1,4-diazepan-6-ol (350 mg,3 mmol), and DIPEA (1.94 g, 15 mmol) in ethanol (10 mL) was heated at 100 °C for 16 hours. After it was cooled, the reaction mixture was concentrated under reduced pressure. The residue was diluted with EtOAc (100 mL) and washed with brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford 1-(6-bromopyridin-2-yl)-1,4-diazepan-6-ol as a colorless oil (400 mg, 48.9percent). MS (ESI) m/z: 272 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,144100-07-2, 2-Bromo-6-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; TSUI, Vickie, H.; WANG, Xiaojing; WO2014/1377; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,5-Pyridinedicarboxylic acid

General procedure: Synthesis of methyl ester derivatives of M6, M7, and M17 was carried out under catalytic esterification conditions as depicted in Scheme 1. To a solution of the appropriate carboxylic acid in methanol few drops of conc. sulfuric acid were added. Subsequently, the reaction mixture was refluxed for 6-10 h. After completion, the volatile solvents were evaporated under reduced pressure and the residue was dissolved in water/ethyl acetate mixture. The aqueous phase was extracted with ethyl acetate and the combined organic phase was washed with 5% sodium bicarbonate, brine, and was dried over anhydrous sodium sulfate. After filtration the desired ester was obtained using flash column chromatography.

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, 100-26-5, 2,5-Pyridinedicarboxylic acid.

Reference:
Article; Luniwal, Amarjit; Wang, Lin; Pavlovsky, Alexander; Erhardt, Paul W.; Viola, Ronald E.; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2950 – 2956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1137475-57-0, 2-Bromo-4-chloro-5-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: 1137475-57-0, blongs to pyridine-derivatives compound. Recommanded Product: 1137475-57-0

A solution of 4-(aminomethyl)-1-boc-pipeiotadine (370 mg, 1.73 mmol) in acetonitrile (1 ml_) was added over 1 minute to a solution of 2-bromo-4-chloro-5-nitropyridine (373 mg, 1.57 mmol) and triethylamine (0.24 mL, 1.73 mmol) in acetonitrile (5 mL). The solution was stirred for 30 minutes then partitioned between dichloromethane and water. The aqueous phase was extracted with dichloromethane (x3) and the combined organic phases were dried (Na2SO4) and concentrated to give tert-butyl 4-((2-bromo-5-nitropyridin-4- ylamino)methyl)piperidine-1-carboxylate as a light brown foam (640 mg, 98%) which was used without further purification.1H NMR (MeOD, 400MHz) delta 8.82 (s, 1 H), 7.25 (s, 1 H), 4.14 (m, 3H), 3.35 (s, 1H), 1.97- 1.88 (m, 1H), 1.80 (m, 3H), 1.27-1.17 (m, 3H). LCMS (1) Rt = 2.35 min; m/z (ESI+) 415, 417 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1137475-57-0, 2-Bromo-4-chloro-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 189005-44-5 ,Some common heterocyclic compound, 189005-44-5, molecular formula is C17H16N2O2, 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.

One proceeds as described in Example 7 except that concentrated sulfuric acid is replaced by 5 ml of concentrated hydrochloric acid and the reaction mixture is refluxed for 5 hours. Thus 21.5 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained. The product is identical in all respects with the compound prepared according to Example 1.

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. 189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
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. 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

(5-Bromo-pyridin-3-yl)acetic acid methyl ester (Example 24-(2); 39 mg, 0.171 mmol), palladium acetate (2.5 mg, 0.011 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (9.0 mg, 0.022 mmol), potassium phosphate (73 mg, 0.342 mmol) and water (0.2 mL) were added to a solution of 4-[(E)-2-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-vinyl]-tetrahydro-pyran-4-ol (Example 131-(3); 57.4 mg, 0.114 mmol) in toluene (2 mL). After replacement with nitrogen, the mixture was stirred at 100C for three hours. The reaction mixture was then poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate = 1:1) to give the target compound as a colorless oil (29.1 mg, 48%). 1H-NMR (chloroform-d): 0.66 (6H, t, J=7.26Hz), 1.63 (2H, m), 1.85-1.97 (2H, m), 2.10 (4H, q, J=7.25Hz), 2.23 (3H, s), 2.33 (3H, s), 3.68 (2H, s), 3.72 (3H, s), 3.80-3.87 (4H, m), 6.20 (1H, d, J=15.99Hz), 6.85 (1H, d, J=16.16Hz), 6.96-7.08 (5H, m), 7.35 (1H, d, J=8.57Hz), 7.62 (1H, m), 8.46 (1H, d, J=2.14Hz), 8.51 (1H, d, J=1.98Hz).

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, 118650-08-1, Methyl 2-(5-bromopyridin-3-yl)acetate.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem