Pyridine-derivatives

Reference of 13466-43-8, 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. 13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, 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.

In a sealed tube, a suspension of 400 mg (1.09 mmol) of tert-butylN-[1-[(4-acetylenyl-6- isoquinolyl)methyl] -4-piperidyl]carbamate, 240 mg( 1.38 mmol) of 3 -bromo-2-hydroxypyridine, 77 mg(0.1 1 mmol) of Pd(PPh3)2C12 and 535 mg (1.64 mmol) of Cs2CO3 in 10 mL of DMF under an inert atmo sphere was stirred at 110C for 16 h. The mixture was extracted with EA/H20. The organic layerwashed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give the crude product,which was purified via silica gel (pure EA) to give 107 mg of product as a light yellow semisolid.MS (+ESI): 459.3 [M+H].?H NMR (400 MHz, DMSO-d6+D20) ppm: 9.35 (s, 1H), 8.88 (s, 1H), 8.36 (d, J = 4.8 Hz, 1H), 8.30 (s, 1H), 8.22-8.20 (m, 2H), 7.65 (d, J = 8.0 Hz, 1H), 7.56 (s, 1H), 7.44 (m, 1H), 3.66 (s, 2H), 3.19 (m, 1H),2.73 (m, 2H), 2.05 (m, 2H), 1.66 (m, 2H), 1.37 (m, 2H), 1.32 (s, 9H).

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 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference:
Patent; BASILEA PHARMACEUTICA AG; POHLMANN, Jens; STIEGER, Martin; REINELT, Stefan; LANE, Heidi; (286 pag.)WO2016/128465; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73027-79-9, 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 73027-79-9 as follows.

Oxalic dichloride (2.8 g, 22.1 mmol) was added dropwise to a pre-cooled mixture at 0 C of 4,6- dichloronicotinic acid (1.40 g, 7.29 mmol) and NN-dimethylformamide (0.10 mL, 1.29 mmol) in dichloromethane (20 mL). The resulting mixture was stirred for 3 h at room temperature. After the reaction was completed, the resulting mixture was concentrated in vacuo to afford the title compound (1.8 g ) as a yellow solid, which was carried forward without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73027-79-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; DIEDERICH, Francois; DOTSON, Jennafer; HANAN, Emily; HEFFRON, Timothy; LAINCHBURY, Michael; HEALD, Robert; SEWARD, Eileen M.; WO2014/210354; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1180132-17-5, 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. 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine. A new synthetic method of this compound is introduced below.

Add 5-(4-ethyl-piperazine-1 -yl methyl)-2-amin- opyridine (VIII) (2.2 g, 10 mmol) and anhydrous ethyl alcohol 25 mL into the reaction flask, low the temperature to 0 C., and add 65% nitric acid 0.45 mL and 50% cyanamide aqueous solution (1 mL, 12 mmol) in sequence, and then, raise the temperature slowly to 80 C., and conduct stirring reaction for 8-12 hours. Lower the temperature to 0 C., and again add 65% nitric acid 0.45 mL and 50% cyanamide aqueous solution (1 mL, 12 mmol), and then raise the temperature slowly to 80 C., and conduct stirring operations again for 6-8 hours, and detect completion of the reaction with TLC sampling. Lower the temperature to room temperature, and there will be precipitation. Make filtration, and recrystallize the filter cake with ethyl acetate and n-hexane (2:1, V/V) mixed solvent, and make vacuum drying to obtain luminous yellow solid N-[5-(4-ethyl-pip- erazine-1 -yl methyl) pyridine-2-yl]guanidine nitrate (IX) 2.8 g, the yield rate is 86.2%; mass spectrum (El): mlz 326 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1180132-17-5, its application will become more common.

Reference:
Patent; SUZHOU MIRACPHARMA TECHNOLOGY CO., LTD.; Xu, Xuenong; (9 pag.)US2017/305884; (2017); A1;,
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. 1594-58-7, name is N-Hydroxynicotinimidamide, the common compound, a new synthetic route is introduced below. Safety of N-Hydroxynicotinimidamide

To a solution of 5-(lH-pyrrol-l-yl)nicotinic acid (Maybridge, 188 mg, 1.00 mmol) in dimethylformamide (anhydrous, 5 mL) was added N-(3-methylaminopropyl)-N’- ethylcarbodiimide hydrochloride (EDC) (Aldrich, 192 mg, 1.00 mmol) and 1- hydroxybenzotriazole (HOBT) hydrate (Fluka, 153 mg, 1.00 mmol). The mixture was stirred at ambient temperature for 20 minutes. lambdaf’-Hydroxynicotinimidamide (137 mg, 1.0 mmol) was added and the mixture was stirred for 6-10 hours, and then warmed to 140 0C for 2-4 hours. The reaction was cooled to ambient temperature and triturated with water (10 mL). The precipitate was filtered and dried under vacuum to give the titled compound. 1H NMR (300 MHz, DMSO-J6) delta 6.34 – 6.44 (m, 2 H), 7.60 – 7.82 (m, 3 H), 8.50 (dt, J=8.1, 1.9 Hz, 1 H), 8.71 (dd, J=2.5, 1.9 Hz, 1 H), 8.84 (dd, J=4.6, 1.5 Hz, 1 H), 9.21 (d, J=1.7 Hz, 1 H), 9.26 (d, J=2.4 Hz, 1 H), 9.31 (d, J=I .7 Hz, 1 H) ppm; MS (DCI/NH3) m/z 290 (M+H)+.

The synthetic route of 1594-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/148452; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1289197-78-9, 2-Bromo-4-chloronicotinaldehyde, 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 2-Bromo-4-chloronicotinaldehyde, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-4-chloronicotinaldehyde

Example 193f 4-Chloro-2-(1-oxo-6,7,8,9-tetrahydropyridazino[4,5-b]indolizin-2(1H)-yl)nicotinaldehyde 193f A 100-mL single-neck round-bottomed flask equipped with a reflux condenser was charged with 1,4-dioxane (40 mL), 193e (800 mg, 3.6 mmol), 2-bromo-4-chloronicotinaldehyde (2.8 g, 12.6 mmol), and potassium carbonate (1.2 g, 8.4 mmol). After bubbling nitrogen through the resulting mixture for 30 minutes, copper(I) iodide (800 mg, 4.2 mmol) and 4,7-dimethoxy-1,10-phenanthroline (1.0 g, 4.2 mmol) were added, and the reaction mixture was heated at 90C for 12 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was partitioned between methylene chloride (60 mL) and water (40 mL). The aqueous layer was separated and extracted with methylene chloride (3 x 40 mL). The combined organic layer was washed with brine (30 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with1:1 ethyl acetate/petroleum ether to afford 193f as a brown solid (513 mg, yield 37%). MS-ESI: [M+H]+ 329.1.

The synthetic route of 1289197-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93-60-7, Methyl nicotinate, 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 C7H7NO2, blongs to pyridine-derivatives compound. Computed Properties of C7H7NO2

To a stined solution of methyl nicotinate (500gm) in isopropyl alcohol was addedhydrazine hydrate (80%) (460m1). Resultant mixture was heated and stined at 80-85C for 4hrs. Reaction mixture was cooled to RT. Separated solid was filtered, washed with isopropyl alcohol and dried to give title compound as off white solid.?H NMR (DMSO-d6, 400 MHz, ppm): 9.967(1H, singlet), 8.967-8.961(1H, singlet), 8.699- 8.683(1H, doublet), 8.167-8.138(1H, doublet), 7.512-7.479(1H, triplet), 4.567(2H, Singlet) Mass (mlz):138 (M + 1)

The synthetic route of 93-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TORRENT PHARMACEUTICALS LIMITED; DUTT, Chaitanya; GUPTA, Rameshchandra; PATEL, Manish; ABRAHAM, Jaya; MISHRA, Vivek; KESARWANI, Amit; DESHPANDE, Shailesh; ZAMBAD, Shital, Kumar; MATHUR, Anoop; KOTECHA, Jignesh; LATAD, Sachin; CHAUDHARI, Anita; (45 pag.)WO2016/162785; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 934-37-2 ,Some common heterocyclic compound, 934-37-2, molecular formula is C8H8N2, 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.

2-methylimidazo[1,2-a]pyridine-3-carbaldehyde: Over excess of anhydrous DMF at 0 C are added slowly 2.5 equivalents of POCl3 and the mixture is mixed during 15 min. Posterior, one equivalent of compound 2-methylimidazo[1,2-a]pyridine is added and the reaction mixture is stirred vigorously by 1 h. Then the reaction is warmed at 60 C. Chopped ice was added and the mixture is neutralized with ammonium hydroxide. Oil was obtained which was solubilized in hot hexane, after cooling a solid was formed. Recrystallized from hexane to obtain a white solid. Yield 59 %; m.p. 118-119 C. 1H NMR (300 MHz, CDCl3) ppm 2.73 (s, 3 H), 7.07 (dd, J = 1.2 Hz, 6.8 Hz, 1 H), 7.52 (ddd, J = 1.2 Hz, 6.8 Hz, 9.0 Hz, 1 H), 7.68 (dd, J = 1.2 Hz, 9.0 Hz, 1 H), 10.01 (s, 1 H). 13C NMR (75 MHz, CDCl3) ppm 114.5, 114.8, 116.6, 121.2, 128.3, 130.0, 147.7, 157.1, 177.0. MS (EI, 70 eV): m/z [%] = 160[M]+ (100), 159[M-H]+ (98), 131[M-CHO]+ (25).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934-37-2, its application will become more common.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 114077-82-6, 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. 114077-82-6, name is 4-Chloronicotinaldehyde, molecular formula is C6H4ClNO, 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.

Example 5 4-chloro-3-hydroxymethylpyridine To a solution of 4-chloro-3-pyridyl carboxyaldehyde (140 mg, 1.0 mmol) in THF (1 mL) at 0 C. was added methanol (1 mL) followed by portionwise addition of sodium borohydride (75 mg, 2.0 mmol). After 1 hr, acetic acid (0.15 ml) was added and the reaction mixture was evaporated to dryness with rotary evaporator at room temperature. The solid residue was chromatographed on silica gel column (1% MeOH/dichloromethane) to afford 60 mg (42%) of the title compound. 1H NMR (CDCl3) delta 4.30 (br s, 1H), 4.80 (s, 2H), 7.30 (d, 1H, J=5), 8.34 (d, 1H, J=5), 8.62 (s, 1H).

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 114077-82-6, 4-Chloronicotinaldehyde.

Reference:
Patent; Microcide Pharmaceuticals, Inc.; US6066630; (2000); A;; ; Patent; Microcide Pharmaceuticals, Inc.; US6087355; (2000); A;; ; Patent; Microcide Pharmaceuticals, Inc.; US5859256; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16013-85-7, Adding some certain compound to certain chemical reactions, such as: 16013-85-7, name is 2,6-Dichloro-3-nitropyridine,molecular formula is C5H2Cl2N2O2, 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 16013-85-7.

Method for svnthesising A.4m; 2,6-dichloro-3-nitro-pyridine (2.5 g, 12.9 mmol) is taken up in a solvent mixture of THF and NMP (5:1, 13 mL), combined with two spatula tips of silicon carbide and CuCN (2.3 g, 26.0 mmol) and heated to 1800C in the microwave reactor for 45 min. Then the solid obtained is suspended in H2O, extracted with ethyl acetate, washed with NaCl-sln., the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and 6-chloro-3- nitro-pyridine-2-carbonitrile (HPLC-MS: tRet. = 1.01 min, MS(M+H)+ = 182, method LCMSBASl) is obtained.

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. 16013-85-7, 2,6-Dichloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106447-97-6, 2-Amino-4-(trifluoromethyl)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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Weighing N-bromo succinimide (1.12g, 6 . 3mmol) is added to thf (7.25 ml) in, cooling to 0 C, the 4 – (trifluoromethyl) pyridin-2-amine (0.97g, 6mmol) dissolved in tetrahydrofuran (5.75 ml) in, dropping slowly added to the above-mentioned solution, keeping the temperature at 0 C, after dripping, slowly to room temperature, stirring 0.5 hours, adding sodium thiosulfate (0.25g) aqueous solution (4.75 ml) quenching, concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate = 3:1) purification, to obtain the title compound (1.2g, yield 83.3%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Xuanzhu Oharma Co., Ltd.; Wu, Yongjian; (47 pag.)CN105541792; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem