Day: September 2, 2021

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

Electric Literature of 73027-79-9, 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.73027-79-9, name is 4,6-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

To a 5000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed 4,6-dichloropyridine-3-carboxylic acid (95 g, 494.79 mmol, 1.00 equiv) and tetrahydrofuran (1000 mL), followed by the addition of BH3.THF (1 M) (2111 mL, 4.20 equiv) dropwise with stirring at 0 C. The reaction mixture was stirred at 0 C for 30 min and at room temperature overnight, quenched by the addition of 1000 mL of water/ice, and extracted with 3×1000 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 78.4 g (89%) of (4,6-dichloropyridin-3-yl)methanol as a white solid.

The chemical industry reduces the impact on the environment during synthesis 73027-79-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; VERMA, Vishal; SHORE, Daniel; VOLGRAF, Matthew; ESTRADA, Anthony A.; LYSSIKATOS, Joseph; (153 pag.)WO2018/15410; (2018); A1;,
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. 3430-27-1, name is 3-Amino-4-methylpyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2

F) Preparation of 3-Amino-2-Chloro-4-Methylpyridine STR16 3-Amino-4-methylpyridine (21.6 g, 0.2 mole) was suspended in 75 ml of water at room temperature. The mixture was dissolved by the addition of 25 ml conc. hydrochloric acid. The solution was cooled to 20 C. and 15.6 g (0.22 mole) of chlorine gas was introduced through an inlet tube reaching below the surface of the reaction mixture over 25 minutes. The mixture was stirred under a nitrogen purge for an additional 30 minutes, then cooled to 10 C. and basified by the addition of 70 mL of a 12.5 N. sodium hydroxide solution. Additional water (100 mL) was added to maintain efficient agitation of the mixture. The precipitate was collected, washed with water and dried to give 14.5 g of the title product. The aqueous phase was extracted with 3 times 100 mL of methylene chloride. The organic phases were washed with water, dried over magnesium sulfate, and concentrated to give an additional 9.4 g, mp 62-64 C. Total yield, 23.9 g (84%).

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, 3430-27-1, 3-Amino-4-methylpyridine.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5668287; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62226-17-9 , The common heterocyclic compound, 62226-17-9, name is 4-Chlorothieno[2,3-b]pyridine, molecular formula is C7H4ClNS, 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.

To a solution of 4-chlorothieno[2,3- Z>]pyridine (450 mg, 2.65 mmol, 1 eq.) in DCM (14.7 mL) was added 3-chloroperoxybenzoic acid (1.78 g, 7.95 mmol, 3 eq.) over 15 minutes. After three hours, the reaction was quenched with 10% NaS2C>3 solution and washed with 10% K2CO3. The aqueous layer was back extracted with 3: 1 CHCI3/IPA solution. The organic layers were combined, dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 500 mg (99%) of the title compound. XH NMR (400 MHz, DMSO-c) delta 8.42 (d, J = 6.6 Hz, 1H), 8.06 (d, J = 5.7 Hz, 1H), 7.65 (d, J = 6.6 Hz, 1H), 7.54 (d, J= 5.7 Hz, 1H); ES- MS [M+l]+: 186.4.

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P., Jeffrey; BOLLINGER, Katrina A.; ENGERS, Darren W.; BLOBAUM, Anna L.; ENGERS, Julie L.; ROOK, Jerri M.; (96 pag.)WO2018/63552; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem