Category: pyridine-derivatives

Synthetic Route of 1155847-42-9, Adding some certain compound to certain chemical reactions, such as: 1155847-42-9, name is 2-Bromo-4-chloro-3-fluoropyridine,molecular formula is C5H2BrClFN, 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 1155847-42-9.

[00409] Intermediate 4 IB. 4-Chloro-3-fluoro-2-hydrazinylpyridine, 2HC1: In microwave vial was added toluene (3 mL) and purged with N2 for 5 min. tert-Butyl carbazate (128 mg, 0.950 mmol), Intermediate 101 A (200 mg, 0.950 mmol), Cs2C03 (310 mg, 0.950 mmol), DPPF (20 mg, 0.036 mmol), and Pd2(dba)3 (25 mg, 0.027 mmol) were added sequentially into the solution. The sealed tube was heated at 100 C for 12 h. The reaction was diluted with brine, and extracted with EtOAc (2x). The combined organic layer was concentrated in vacuo, yielding oily residue, which was purified by silica gel chromatography to provide tert-butyl 2-(4-chloro-3-fluoropyridin-2- yl)hydrazinecarboxylate (41 mg, 16%) as orange solid. MS(ESI) m/z: 262.1 (M+H) . To the solid was added EtOH (1 mL) and 4 N HCl in dioxane (4 mL) and the reaction mixture was stirred for 2 h at rt. The mixture was concentrated to dryness to the desired product. MS(ESI) m/z: 162.1 (M+H)+.

According to the analysis of related databases, 1155847-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.; CORTE, James R.; GILLIGAN, Paul J.; FANG, Tianan; SMITH II, Leon M.; WANG, Yufeng; YANG, Wu; EWING, William R.; WO2013/22818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75073-11-9, 5-Iodo-6-methylpyridin-2-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, Recommanded Product: 75073-11-9, blongs to pyridine-derivatives compound. Recommanded Product: 75073-11-9

5-Iodo-6-methylpyridin-2-ylamine (2.00 g, 8.55 mmol), IH-[1, 2,4] triazole (590 mg, 8.55 mmol), CuI (80.0 mg, 430 mumol), K3PO4 (3.80 g, 18.0 mmol) and N,N-dimethylethane- 1,2-diamine (190 muL, 1.71 mmol) in DMF (20 mL) were heated in the microwave at 15O0C for 9 h. The reaction mixture was cooled to ambient temperature and diluted with H2O and EtOAc. The aqueous layer was extracted with EtOAc (6x) and the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. Purification by column chromatography (EtOAc-IH; 1:9) afforded the title compound: RT = 0.26 min; mlz (ES+) = 175.97 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75073-11-9, 5-Iodo-6-methylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; PROSIDION LIMITED; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; WO2010/4345; (2010); 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. 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate, the common compound, a new synthetic route is introduced below. Computed Properties of C13H17NO4

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

The synthetic route of 1149-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 133928-73-1, 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. 133928-73-1, name is 2-Chloro-3-methyl-4-pyridinecarboxylic Acid. A new synthetic method of this compound is introduced below.

[01652] Step 4: Synthesis of methyl 2-chl hylpyridine-4-carboxylate[01653] To a stirred solution of 2-chloro-3-methylpyridine-4-carboxylic acid (780 mg, 4.5 mmol) in anhydrous DMF (5.0 ml), was added potassium carbonate (1 .25 g, 9.1 mmol), followed by methyl iodide (0.42 ml, 6.8 mmol) dropwise. A further 4 ml of DMF was added and the reaction mixture was stirred at room temperature under nitrogen for 18.5 hours. The solvent was removed in-vacuo and the residue was then partitioned between CI b b (20 ml) and water (20 ml). The layers were separated and the aqueous layer was extracted with CH2C12 (3 x 15 ml). The combined organic layers were washed with water (2 x 30 ml), brine (40 ml), dried (MgS0 ), filtered and concentrated in-vacuo. The residue was purified by column chromatography (l Og SNAP cartridge, Isolera, 0-6% ethyl acetate:heptanes) to give the title compound (591 mg, 59%) as a colourless oil. LC-MS 84%, m/z = 185.9, 1 87.9; NMR (500 MHz, Chloroform-d) delta ppm 8.33 (d, J=5.04 Hz, 1 H) 7.54 (d, J=5.04 Hz, 1 H) 3.95 (s, 3 H) 2.60 (s, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,133928-73-1, 2-Chloro-3-methyl-4-pyridinecarboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, 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, 1026796-81-5, blongs to pyridine-derivatives compound. HPLC of Formula: C7H7BrN2O

00569] Step 1: N-(4-bromopyridin-2-yl)-N-(4-methoxybenzyl)acetamide [00570] To a 20 mL vial charged with Sodium hydride (0.196 g, 7.76 mmol) was added dry N,N- Dimethylformamide (5.0 mL, 64 mmol), cooled with ice bath. N-(4-bromopyridin-2-yl)acetamide (1.50 g, 7.00 mmol) was added portionwise in ~ 3 min. The suspension was stirred at the same temperature for 15 min and turned into a clear solution. 4-methoxybenzyl bromide (1.55 g, 7.70 mmol) was added dropwise with a syringe and rinsed down with dry N,N-Dimethylformamide (2.0 mL, 26 mmol). The MPI09-013P1RNWOM PCT FILING mixture was stirred at r.t. for 17 hours. The mixture was poured into ice chilled saturated NaHCO3 (80 mL), extracted with EtOAc (2 x 100 mL), washed with water, brine, dried over anhydrous Na2SO4, filtered, evaporated in rotavpor to give a crude. Chromatograph using EtOAc/hexane (1/9 to 7/3) gave an oily product (1.80 g, yield 76.7%). LCMS: (AA) ES+, 335, 337. 1H NMR (400 MHz, d, -chloroform) delta:8.28-8.30 (d, J = 5.27 Hz, IH), 7.43 (s, IH), 7.31-7.33 (dd, J = 5.52, 1.51 Hz, IH), 7.13-7.15 (d, J = 8.78Hz, 2H), 6.80-6.82 (d, J = 8.78 Hz, 2H), 5.05 (s, 2H), 3.77 (s, 3H), 2.12 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1026796-81-5, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (2010); 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. 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

Thionyl chloride (71 mu, 962 muiotaetaomicron) is added to a mixture of 5-chloro-3-methyl-pyridine-2- carboxylic acid (150 mg, 874 muiotaetaomicron), toluene (1 ml) and DMF (20 mu). The mixture is heated to 60C for 1 hour. The mixture is concentrated in vacuo and the crude product used directly without further purification.

The synthetic route of 886365-46-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; REISER, Ulrich; WO2015/25018; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1187322-51-5, 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. 1187322-51-5, name is 6-Amino-5-iodonicotinonitrile, molecular formula is C6H4IN3, 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.

To the degassed mixture of 6-amino-5-iodopyridine-3-carbonitrile (329 mg, 1 34 mmol), bis(triphenylphosphine)dichloropalladium(0) (95 mg, 0.134 mmol), Cul (128 mg, 0.671 mmol) and TEA (976 mg, 1.34 mL, 9.64 mmol) in absolute THF (18 mL), a propyne solution (3-4 % in THF; 13.2 mL) was added via septum at 0-5 C. The mixture was stirred for 30 minutes at 0-5 C, then for further 18 hours at room temperature. The reaction was quenched by the addition of NH4C1 solution. The solid was removed by filtration, and the cake was washed with CH2.CI2. The combined organic layer was dried over anhydrous Na2S()4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica, eluted by 40 % EtOAc in cyclohexane to obtain 150 mg of 6- amino-5-(prop-l-yn-l-yl)pyridine-3-carbonitrile as a yellow solid (71 %).

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 1187322-51-5, 6-Amino-5-iodonicotinonitrile.

Reference:
Patent; RICHTER GEDEON NYRT.; LEDNECZKI, Istvan; ELES, Janos; TAPOLCSANYI, Pal; HORVATH, Anita; NEMETHY, Zsolt; LEVAY, Gyoergy Istvan; GALAMBOS, Janos; (0 pag.)WO2020/12424; (2020); A1;,
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 183483-29-6, name is 2-(2-Bromopyridin-4-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

2-(2-bromopyridin-4-yl)acetic acid (0.9685 g, 4.48 mmol) was dissolved in a mixture of toluene (20 ml)/MeOH (2.50 ml) then cooled to 0C. Trimethyl- silyldiazomethane (5.60 ml, 11.21 mmol) was added. The reaction was stirred at 0C for 1 hr then concentrated to yield methyl 2-(2-bromopyridin-4-yl)acetate. LC/MS [M+H]+: 231.4

With the rapid development of chemical substances, we look forward to future research findings about 183483-29-6.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; YANG, Shu-Wei; MANDAL, Mihir; SU, Jing; LI, Guoqing; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; PAN, Jianping; HAGMANN, William; DING, Fa-Xiang; XIAO, Li; PASTERNAK, Alexander; HUANG, Yuhua; DONG, Shuzhi; YANG, Dexi; WO2015/171474; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58602-02-1, 2,6-Difluoro-3-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, 58602-02-1, blongs to pyridine-derivatives compound. name: 2,6-Difluoro-3-nitropyridine

Step A 2,6-difluoro-3-nitropyridine (14.68g,91.8mmol) was added to a mixture of DL-alanine ethyl ester hydrochloride (14.09g 92mmol) and potassium carbonate (25.3g, 183mmol) in acetonitrile (200ml) and the mixture stirred for 2 hours at room temperature. The reaction mixture was poured into water and extracted several times with ethyl acetate; the combined extracts were dried (MgSO4) and the solvent removed in vacuo leaving a viscous orange-yellow residue which solidified on standing. The solid was triturated with hexane and the solvent removed from the hexane soluble fraction leaving ethyl DL-2-[6-fluoro-3-nitropyridyl-2-amino]propionate as a yellow solid m.p. 49-51 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58602-02-1, its application will become more common.

Reference:
Patent; Imperial Chemical Industries PLC; US5133798; (1992); A;,
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.945954-94-9, name is Methyl 6-bromo-3-methoxypicolinate, molecular formula is C8H8BrNO3, molecular weight is 246.06, as common compound, the synthetic route is as follows.HPLC of Formula: C8H8BrNO3

(step .4); To a solution of the compound obtained in step 3 (7.56 g) in THF (110 mL) was added diisobutylaluminum hydride (DIBAL-H) ( 1.5M toluene solution, 24.6 mL) at -78C, and the mixture was stirred at -78C for 1 hr. To the reaction mixture was added saturated aqueous Rochelle salt, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 0->33% ethyl acetate/hexane) and crystallized from ethyl acetate/hexane to give 6-bromo-3-methoxypyridine-2- carbaldehyde (5.36 g, 81%) as white crystals,

At the same time, in my other blogs, there are other synthetic methods of this type of compound,945954-94-9, Methyl 6-bromo-3-methoxypicolinate, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/89031; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem