Month: September 2021

Application of 1594-57-6, 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. 1594-57-6, name is N-Hydroxyisonicotinimidamide, molecular formula is C6H7N3O, 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.

Zn(CH3COO)2·2H2O (21.9 mg, 0.1 mmol) and pyridine-4-amidoxime (27.4 mg, 0.2 mmol) were dissolved in a 30 mL mixture of methanol and dimethylformamide (2:1). The reaction mixture was boiled and stirred for ?20 min, filtered off and then slowly cooled to room temperature, giving yellow crystals. Yield: ?23%. Anal. Calc. for C16H20N6O6Zn: C, 41.98; H, 4.40; N, 18.35. Found: C, 41.25; H, 4.33; N, 18.09%. UV-Vis (CH3OH) [lambdamax, nm (epsilon, dm3 M-1 cm-1)]: 210 (27 619), 273 (9115). IR (cm-1): 3456 (w), 1648 (m), 1614 (v.s), 1586 (v.s), 1550 (s), 1424 (s), 1380 (v.s), 1333 (s), 1223 (m), 1073 (m), 1028 (m), 955 (m), 939 (m), 839 (s), 676 (m), 453 (w), 411 (w).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1594-57-6, N-Hydroxyisonicotinimidamide.

Reference:
Article; Coropceanu, Eduard B.; Croitor, Lilia; Siminel, Anatolii V.; Fonari, Marina S.; Polyhedron; vol. 75; (2014); p. 73 – 80;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15862-37-0, 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 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,5-dibromo-3-nitropyridine (7.04 g, 25.0 mmol) in 1,4-dioxane (100 mL) and water (25 mL) was added (4-chloro-5-(methoxycarbonyl)thiophen-2-yl)boronic acid (4.51 g, 20.5 mmol), Pd(dppf)C12 (1.34 g,1.64 mmol), and K3P04 (8.73 g, 41.1 mmol) under a N2 stream. The reaction mixture was purged with N2 for 2 mm, heated to 60 C and stirred for 2 h. Then the reaction mixture was cooled to r.t. and extracted with EtOAc (200 mL). The resulting organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 0-7% EtOAc in hexane to afford the title compound (3.36 g, 43% yield) as a light yellow solid. LC-MS [M+Hj = 376.

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 633328-33-3, 3-Bromo-1H-pyrazolo[4,3-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, SDS of cas: 633328-33-3, blongs to pyridine-derivatives compound. SDS of cas: 633328-33-3

To a stirred solution of 3-bromo-1 H-pyrazolo[4,3-b]pyridine (500 mg, 2.52 mmol) in DMF, NaH (60%) (201 mg, 5.04 mmol) was added at 0C and it was stirred for 15min. Then, 1 -bromo-2-methoxyethane (420 mg, 3.02 mmol) was added and the reaction mixture was stirred at rt for 2h. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography on 230-400 silica using 45% EtOAc in pet ether as an eluent to afford the title compound (430 mg, 66%) as a gummy solid.LC-MS (method 24): R, = 2.63 min; m/z = 258.01 (M+2H+),

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); 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. 1052714-46-1, name is 6-Bromo-5-fluoropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-Bromo-5-fluoropicolinic acid

Synthesis of methyl 6-bromo-5-fluoropicolinate To a solution of 6-bromo-5-fluoropicolinic acid (1.0 equiv.) in methanol (0.2 M) was added H2SO4 (4.2 equiv.) and the reaction was stirred at room temperature for two hours. Upon completion of the reaction as monitored by LC/MS, the reaction was diluted with ethyl acetate and quenched slowly with saturated aqueous NaHCO3. The reaction was poured into a separatory funnel and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate, filtered, and concentrated in vacuo to provide methyl 6-bromo-5-fluoropicolinate as a white solid (>99%). LC/MS=233.9/235.9 (M+H), Rt=0.69 min.

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, 1052714-46-1, 6-Bromo-5-fluoropicolinic acid.

Reference:
Patent; BURGER, Matthew T.; HAN, Wooseok; LAN, Jiong; NISHIGUCHI, Gisele; US2010/56576; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6937-03-7, 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. 6937-03-7, name is Methyl 2-aminoisonicotinate. A new synthetic method of this compound is introduced below.

(2-Amino-pyridin-4-yl)-methanol (2-4) 2-Amino-isonicotinic acid methyl ester (6.0 g, 39.4 mmol) was dissolved in 80 mL anhydrous THF in a flame dried round bottom flask under nitrogen gas. The solution was cooled to -45° C. and LAH (39.4 mL, 1M in THF) was added slowly. The reaction was allowed to warm to 0° C. and was quenched by the addition of 15 mL of 1M NaOH (aq). The solution was filtered and the solid was washed with THF. The filtrate was concentrated to afford the pure product. 1H NMR (DMSO-d6) delta7.79 (d, 1H, J=5.2 Hz), 6.41 (s, 1H), 6.38 (d, 1H, J=5.9 Hz), 5.79 (bs, 2H), 5.19 (t, 2H, J=5.7), 4.35 (d, 2H, J=5.6 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Ren, Yu; Karki, Shyam B.; Zhao, Matthew M.; Bidodeau, Mark T.; US2004/23981; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 24100-18-3, 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. 24100-18-3, name is 2-Bromo-3-methoxypyridine. A new synthetic method of this compound is introduced below.

Step A 2-Bromo-3-methoxy-6-nitropyridine To a 500 mL round bottomed flask fitted with a Teflon stir bar and a thermometer was added 90 mL of concentrated sulphuric acid and 37.6 g of 2-bromo-3-methoxypyridine (200 mmol). The flask was warmed in an oil bath to 60 C. Added slowly over 1h 16.5 mL (350 mmol) of fuming nitric acid (90%, d=1.50). Maintain the temperature between 60 and 70 during the addition. Stir at 60 for 3h after the addition was complete, then at room temperature overnight. By TLC (70/30 hex/EtOAc) is consumed. The product mixture was poured into 600 mL of ice/water, from which the product precipitated. This material was filtered, washed with 3*200 mL of cold water and then 100 mL of saturated sodium bicarbonate. After drying in the filter funnel in a stream of air, the remaining water was removed under reduced pressure, to give 16.5 g of a solid. H NMR (400 MHz, CDCl3): delta 8.27(d, J=8 Hz,1H); 6.32(d, J=8 Hz,1H); 4.06(s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24100-18-3, 2-Bromo-3-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US5929094; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1137-68-4, 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. 1137-68-4, name is 2-(2-Pyridyl)benzimidazole. A new synthetic method of this compound is introduced below.

Under N2, solid NaH (60% dispersed in mineral oil, 0.120 g) and 2-(2-pyridyl)benzimidazole (0.680 g, 0.0035 mol) in 20 mL of anhydrous DMF was stirred at 80 C for 2 h. The resulting solution was cooled to room temperature and 9-(4-(bromomethyl)penyl)-9H-carbazole (1.400 g, 0.0042 mol) was added. The mixed solution was stirred at 80 C for 36 h. After completing, the reaction mixture was poured into 100 mL of cool water, and was extracted with dichloromethane (3 × 50 mL). The organic phase was washed with water and dried over anhydrous MgSO4. After removal of solvent, the residue was purified by column chromatography using ethyl acetate/petroleum ether (1: 4, v/v) as the eluent to give a white powder. Yield: 81%. m.p.:186-188 C. IR (KBr pellet cm-1): 3041 (Aryl-CH), 2931 (-CH2-), 1614, 1456, 1328, 1150, 750. 1H NMR(CDCl3, delta, ppm): 8.70 (d, 1H, J = 7.4 Hz, Aryl-H), 8.50 (d, 1H, J = 8.0 Hz, Aryl-H), 8.11 (d, 2H, J = 7.6 Hz, Aryl-H), 7.92-7.86 (m, 2H, Aryl-H), 7.48-7.41 (m, 5H, Aryl-H), 7.38-7.33 (m, 7H, Aryl-H), 7.25 (t, 2H, J = 8.8 Hz, Aryl-H), 6.32 (s, 2H, N-CH2-Ar). Anal. Calc. for C31H22N4 (%): C, 82.64; H, 4.92; N, 12.44. Found: C, 82.38; H, 5.01; N, 12.52.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1137-68-4, 2-(2-Pyridyl)benzimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yu, Tianzhi; Chai, Haifang; Zhao, Yuling; Zhang, Chengcheng; Liu, Peng; Fan, Duowang; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 109; (2013); p. 179 – 185;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 88912-21-4, 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. 88912-21-4, name is 6-Chloro-4-methoxypicolinic acid. A new synthetic method of this compound is introduced below.

Synthesis Example 16 Synthesis of N-[(2-Trifluoromethoxyphenyl)sulfonyl]-6-chloro-4-methoxy-2-pyridinecarboxamide [Compound (I-795)] Using 2-trifluoromethoxybenzenesulfonamide [Compound (III-12)] (0.23 g, 0.96 mmol) and 6-chloro-4-methoxypicolinic acid [Compound (II-75)] (0.18 g, 0.96 mmol), the Compound (I-795) was synthesised according to the process of Synthesis Example 3. White solid, yield: 0.20 g, percent yield: 52%, m.p.: 135-138 C. IR KBr cm-1: 3372, 1728, 1598, 1440, 1356, 1262, 1192. 1H-NMR (60 MHz, CDCl3, delta): 3.80 (3H, s, OCH3), 6.9 (1H, d, J=2 Hz, pyridine ring H), 7.28-7.65 (3H, m, aromatic ring H), 7.46 (1H, d, J=2 Hz, pyridine ring H), 8.2 (1H, dd, J=2 Hz, 8 Hz, aromatic ring H), NH indistinctness.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88912-21-4, 6-Chloro-4-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US6610853; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic 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: 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid

To a suspension of 28 g (0.10 mole) of [6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetic acid and 200 ml of methanol 6.9 ml (12.8 g, 0.13 mole) of concentrated sulfuric acid are added dropwise. The reaction mixture is heated to boiling for 3 hours, whereupon it is cooled first to room temperature and then to 5-10C under external cooling and stirred at this temperature for an hour. The precipitated crystalline product (the sulfuric acid salt of the title compound) is filtered, washed with methanol and dried. The product thus obtained is suspended in 500 ml of water and the pH is adjusted to 8 by adding a 10 % sodium carbonate solution under intensive stirring. The precipitated product is filtered, washed twice with 70 ml of water each. Thus 27.4 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained in the form of white crystals. Yield 93.3 %, mp.: 133 -136C. IR (KBr) 2950, 1729, 1538, 1503, 1437, 1408, 1391, 1332, 1308, 1273, 1229, 1177, 1133, 1042, 994, 890, 823, 787, 753, 737, 706, 587, 553, 514, 417. 1H-NMR (CDCl3):delta, ppm 7.84 (1H, s, H-5); 7.69 (2H, d, J 8.0 Hz, H-2′,6′); 7.56 (1 H, d, J 9.2 Hz, H-8); 7.28 (2H, d, J 8.0 Hz, H-3′,5′); 7.06 (1H, dd, J 1.5 and 9.2 Hz, H-7); 4.02 (2H, s, CH2); 3.76 (3H, s, CH3); 2.40 (3H, s, CH3-4′); 2.35 (3H, s, CH3-6). 13C-NMR (CDCl3): delta, ppm 169.9 (C=O); 144.3 (C-8a); 143.9 (C-2); 137.5 (C-4′); 131.2 (C-1′); 129.2 (C-3′,5′); 128.2 (C-2′,6′); 127.5(C-7); 122.0 (C-5); 121.1 (C-6); 116.7 (C-8); 112.1 (C-3); 52.4 (COOCH 3); 30.5 (CH2); 21.2 (CH3-4′); 18.3 (CH3-6).

The synthetic route of 189005-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13534-98-0, 4-Amino-3-bromopyridine, 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, 13534-98-0, blongs to pyridine-derivatives compound. Product Details of 13534-98-0

In a flask, 346 mg (2 mmol) of 3-bromo-4-aminopyridine, 303 mg (3 mmol) of triethylamine, 13 mg (0.1 mmol) of DMAP, 20 ml of dry dichloromethane, and cooled to 0 C,Add 670 mg (2.4 mmol) of triphenylchloromethane, react at room temperature, and monitor by TLC.After completion of the reaction, 30 ml of water was added, and the mixture was extracted three times with 30 mL of ethyl acetate. In a three-necked flask equipped with a reflux condenser and a constant pressure dropping funnel, magnesium chips (58 mg, 2.4 mmol) and a catalyst amount of iodine particles were added, and the surface of the magnesium chips was heated to a magenta color, and then a small amount of tetrahydrofuran was added to cover the magnesium particles. .3-bromo-4-(trityloxy)pyridine (622 mg, 1.5 mmol) obtained in the above step was dissolved in 5 ml of tetrahydrofuran, and added dropwise to a three-necked flask. The electric heating gun was slightly heated to initiate the reaction, and then slowly. Drip the remaining solution.After the dropwise addition, the reaction flask was kept at 40 C for 2 hours. Return to room temperature and let stand. To a 100 mL one-necked flask, 267 mg (1.5 mmol) of 1,4-dicyanophthalene and 20 mL of tetrahydrofuran were added, and the mixture was cooled to 0 C, and the reagent of the above format was slowly added dropwise to the reaction system, followed by room temperature.After the reaction was monitored by thin layer chromatography, the reaction was quenched with 1M HCl.Extracted three times with 30 mL of ethyl acetate, combined ethyl acetate and concentrated.Over the fast column to obtain the target compound501 mg, yield 49%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13534-98-0, its application will become more common.

Reference:
Patent; Southern Medical University; Zhang Jiajie; Tian Yuanxin; Pang Jianxin; (37 pag.)CN108440397; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem