Tag: M.W:100-200

Related Products of 59864-31-2, Adding some certain compound to certain chemical reactions, such as: 59864-31-2, name is 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid,molecular formula is C7H7NO3, 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 59864-31-2.

620 mg (3.7 mmol, 1 equiv.) of 1-methyl-6-oxo-1 ,6-dihydro-pyridine-2-carboxylic acid were dissolved in 5 mL of dry dichloromethane and to it DIPEA (3 equiv.) and HATU (1 equiv.) were added. After 10 min stirring at 0 ¡ãC, (4-fluorophenyl)-hydrazine hydrochloride (1.5 equiv.) was added. The reaction mixture was allowed to stir overnight at room temperature under nitrogen atmosphere. After the completion of the reaction, solvent was removed and the residue was washed with brine (two times, 5 mL) and extracted with dichloromethane (three times, 10ml_). The collected organic phase was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product was purified by column chromatography to obtain 200 mg of pure title compound (19percent). 1H NMR (500 MHz, CDCI3) delta: 3.4 (s, 3H), 4.39 – 4.44 (m, 2H), 6.49 – 6.50 (m, 1 H), 6.55 – 6.57 (m, 1 H), 6.82 – 6.85 (m, 2H), 7.02 – 7.06 (m, 2H), 7.48 – 7.50 (m, 1 H), 10.62 (s, 1 H); Signal of a NH proton was not observed; LC-MS: 262.2 (M+H); Purity (HPLC): 94.44 percent

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. 59864-31-2, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FERRER INTERNACIONAL, S.A.; GARGALLO VIOLA, Domingo; PALOMER BENET, Albert; (85 pag.)WO2016/16291; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-11-1, Methyl 2-chloroisonicotinate, 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, name: Methyl 2-chloroisonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-chloroisonicotinate

In a dried flask was zinc powder (0.769 g, 11.76 mmol) suspended in anhydrous tetrahydrofuran (20 mL) under nitrogen. The resulting suspension was warmed to 60¡ã C., then 1,2-dibromoethane (0.042 mL, 0.49 mmol) was added and stirred at that temperature for 15 min. It was cooled to room temperature, then chlorotrimethylsilane (0.050 mL, 0.39 mmol) was added and stirred at room temperature for 1 h. Then, 1-(bromomethyl)-4-(trifluoromethoxy)benzene (2.5 g, 9.80 mmol) in tetrahydrofuran (5 mL) was added over 2 min, then stirring continued at room temperature for 22 h. The stirring was switched off to let the solids settle. The supernatant was used in next transformation. To a solution of methyl 2-chloroisonicotinate (4.80 g, 28 mmol) and Pd(PPh3)4 (0.647 g, 0.56 mmol) in tetrahydrofuran (50 mL) under nitrogen in a dried flask was added a freshly prepared solution of (4-(trifluoromethoxy)benzyl)zinc(II) bromide (12.56 g, 39.20 mmol) in tetrahydrofuran (90 mL). The resulting bright yellow mixture was heated to 60¡ã C. for 2 h 30 min, then cooled to room temperature. The reaction was quenched by the addition of 10percent aqueous NH4Cl. It was diluted with ethyl acetate. After phase separation, the organic layer was washed with brine, dried over MgSO4 and evaporated. The residue was suspended in 50 mL MTBE and sonicated, then the yellow insolubles were filtered off and washed with MTBE. The volume of the filtrate was increased to ca. 150 mL, then 5 mL MeOH was added, followed by hydrogen chloride (4 M in dioxane) (7.00 mL, 28.00 mmol). A colorless precipitate formed, which then dissolved again. The solvents were evaporated. The residue was dissolved in ca. 15 mL DCM and then MTBE and heptanes were added. An oil had formed that was triturated and after a few minutes a solid started to form. It was sonicated and then stirred at room temperature for 20 min. The formed solid was collected and washed with MTBE and dried. The solid was dissolved in DCM and washed with 10percent K2CO3. After phase separation, the aqueous layer was extracted with DCM. The combined organic layers were dried over MgSO4 and evaporated. Methyl 2-(4-(trifluoromethoxy)benzyl)isonicotinate (8.04 g, 92percent) was isolated as a pale yellow oil. 1H NMR (400 MHz, cdcl3) delta 3.93 (s, 3H), 4.22 (s, 2H), 7.11-7.17 (m, 2H), 7.24-7.31 (m, 2H), 7.67-7.72 (m, 2H), 8.68-8.72 (m, 1H). MS m/z 312 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-11-1, Methyl 2-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); 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.7295-76-3, name is 3-Methoxypyridine, molecular formula is C6H7NO, molecular weight is 109.13, as common compound, the synthetic route is as follows.Safety of 3-Methoxypyridine

General procedure: To a stirred cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (1.0 mL, 6.0 mmol) in THF (5 mL) were added BuLi (1.6 M hexanes solution, 6.0 mmol) and, 5 min later, FeBr2 (0.43 g, 2.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (2.0 mmol). After 2 h at room temperature, the electrophile (6.0 mmol) was added. The mixture was stirred for 1 h before addition of H2O (10 mL) and extraction with EtOAc (3¡Á20 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7295-76-3, 3-Methoxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence; Tetrahedron; vol. 68; 14; (2012); p. 3063 – 3073;,
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.174669-74-0, name is 2-Fluoropyridin-3-ol, molecular formula is C5H4FNO, molecular weight is 113.09, as common compound, the synthetic route is as follows.COA of Formula: C5H4FNO

General procedure: Using an apparatus previously described for method B [21] , potassium hydroxide (2.52 g, 45 mmol, 15 equiv) and water (2.52 g) were added to the reaction vessel and the mixture was allowed to stir until the potassium hydroxide was almost completely dissolved. Then, 2-bromo-3-pyridinol (0.354 g, 3 mmol) was added and the mixture stirred for 30 min, after which acetonitrile (10 mL) was added via syringe and the mixture stirred at room temperature. Fluoroform was then bubbled slowly into the mixture for 2 h, after which the resulting mixture was stirred for one additional hour. After being quenched with water and extracted with ethyl acetate, the ethyl acetate layer was washed with a saturated solution on sodium hydroxide, separated and concentrated. Additional impurities were removed via column chromatography on silica gel using an 80:20 mixture of hexanes/methylene chloride to give a 53% yield of the liquid product, 2-bromo-3-difluoromethoxypyridine (3d):

At the same time, in my other blogs, there are other synthetic methods of this type of compound,174669-74-0, 2-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Article; Thomoson, Charles S.; Wang, Linhua; Dolbier, William R.; Journal of Fluorine Chemistry; vol. 168; (2014); p. 34 – 39;,
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. 1990-90-5, name is 3-Methylpyridin-4-amine. A new synthetic method of this compound is introduced below., Safety of 3-Methylpyridin-4-amine

To a solution of intermediate 2c (100 mg) in CH2Cl2(7 mL) were consecutively added N,N-Diisopropylethylamine (140 muL), 3-methylpyridin-4-amine (40 mg) and bromotripyrrolidinophosphonium hexafluorophosphate (230 mg) and the mixture was stirred at ambient temperature for 2 h. The volatiles were removed under reduced pressure and the residue was purified by column chromatography (Interchim cartridge50SiHP/25 g, Cy/EtOAc) to yield the desired compound (84% yield). [0430] LC-MS (Method 2): m/z [M+H]+=353.2 (MW calc.=352.39); Rt=0.48 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, 1990-90-5, 3-Methylpyridin-4-amine.

Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194452; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 694-85-9, Adding some certain compound to certain chemical reactions, such as: 694-85-9, name is 1-Methylpyridin-2(1H)-one,molecular formula is C6H7NO, 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 694-85-9.

At 0 ¡ã C, 1 mmol of N-methyl-2-pyridone was added to the reactor,1.2 mmol of compound of formula (II-1), 0.1 mmolDi (1,5-cyclooctadiene) rhodium tetrafluoroborate,0.1 mmol of ligand L, 8 ml of N, N-dimethylformamide and 2 ml of toluene,The reaction was stirred at 60 ¡ã C for 6 hours. After the reaction was completed, the reaction mixture was poured into water,And extracted with ethyl acetate, the organic phase was combined to remove the solvent,The resulting residue was subjected to silica gel column chromatography to give a compound of formula (III-1) in a yield of 89.5percent.

According to the analysis of related databases, 694-85-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhou Xiaofang; (5 pag.)CN106905230; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1480-65-5, 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 1480-65-5, name is 5-Chloro-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromo-2-(tert-butylthio)aniline (300 mg, 1 .2 mmol), 5-chloro-2-fluoropyridine (157 mg, 1 .2 mmol), Cs2C03 (782 mg, 2.4 mmol) in NMP (5 mL) was purged with N2 before heated to 140 ¡ãC for 8 h. The reaction mixture was then cooled down to room temperature. Water was added and the mixture was partitioned between EtOAc (50 mL) and water (15 mL). The layers were separated and the organic layer was washed with brine (20 mL), dried with Na2S04, and concentrated. The crude product was purified by flash chromatography (silica gel, 5-20percent EtOAc in petroleum ether) to give the title compound (100 mg, 24percent) as a yellow solid. LCMS (M+H)+: m/z = 371 .43.

According to the analysis of related databases, 1480-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; JOHNS, Brian Alvin; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha Alicia; SAMANO, Vicente; (84 pag.)WO2017/195149; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1072-97-5, 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. 1072-97-5, name is 5-Bromopyridin-2-amine. A new synthetic method of this compound is introduced below.

(a) A mixture of concentrated sulphuric acid (35 ml) and nitric acid (35 ml) was added dropwise with stirring to a chilled (5 C.) solution of 2-amino-5-bromopyridine (50.3 g) in concentrated sulphuric acid (240 ml) maintaining the temperature of the reaction mixture at 5-6 C. throughout the addition. When the addition was complete, the reaction mixture was stirred for a further 1.0 hr. at 5-8 C. and then warmed to 30 C. and allowed to stand for ca 18 hr. Further concentrated nitric acid (35 ml) was added portionwise to the reaction mixture with stirring while maintaining the temperature at 30-40 C. A portion (50 ml) of the solution was poured into hot (ca 70 C.) water (100 ml) with rapid stirring and this mixture was heated to 120 C. Gas evolved. When the evolution of gas ceased further portions (75 ml) of the reaction mixture were added maintaining the temperature at 120 C. When the additions were completed, the solution obtained was poured into ice (1 kg) and chilled in a salt/ice bath. Fine orange crystals formed which were removed by filtration and recrystallized from dimethylformamide/water to give 2-hydroxy-3-nitro-5-bromopyridine (23.5 g) m.p. 240-243 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1072-97-5, 5-Bromopyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4532252; (1985); 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.72537-17-8, name is 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine, molecular formula is C6H2ClF4N, molecular weight is 199.53, as common compound, the synthetic route is as follows.Quality Control of 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine

500mL glass bottle,48.6 g (0.243 mol) of 2-fluoro-3-chloro-5-trifluoromethylpyridine,Dichlorohexane 200g,40.4 g (0.247 mol) of 30% sodium cyanide,4 g (0.018 mol) of benzyltriethylammonium chloride,Warmed to 20 C,Timed reaction 10h,After the water treatment,After the oil phase is recovered from dichloroethane,100-110 C / 15 mmHg fractions were collected.46.7 g of a colorless liquid 2-cyano-3-chloro-5-trifluoromethylpyridine was obtained.The content of 2-cyano-3-chloro-5-trifluoromethylpyridine in the product was 99.6% (GC)The total yield of the two-step reaction is 90.1%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72537-17-8, 3-Chloro-2-fluoro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Inner Mongolia Jiaruimi Fine Chemical Co., Ltd.; Dong Yongxia; Xiang Bin; Li Jun; (5 pag.)CN107286087; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7379-35-3 , The common heterocyclic compound, 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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.

1. (2.00 g, 8.76 mmol), 4-chloropyridine hydrochloride (1.31 g, 8.76 mmol) and TEA (2.44 ml, 17.55 mmol) were in /-PrOH (10 ml) and heated in the microwave for 2 h at 1200C. The solvent was removed under vacuum. The product was purified by column chromatography (silica gel, DCM/(7 M NH3 in MeOH, 99:1 –> 98:2 –> 95:5).

The synthetic route of 7379-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; MERLA, Beatrix; OBERBOeRSCH, Stefan; REICH, Melanie; SCHUNK, Stefan; JOSTOCK, Ruth; HEES, Sabine; ENGELS, Michael; GERMANN, Tieno; BIJSTERVELD, Edward; WO2010/99938; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem