Tag: M.W:100-200

Synthetic Route of 132097-09-7, 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.132097-09-7, name is 2,4-Dichloro-3-methylpyridine, molecular formula is C6H5Cl2N, molecular weight is 162.02, as common compound, the synthetic route is as follows.

4-HYDROXY-PIPERIDINE-1-CARBOXYLIC acid isopropyl ester (0.496 mL, 2. 90 mmol) was dissolved in anhydrous DIMETHYLACETAMIDE (DMA, 5 mL), NaH (60% oil dispersion, 116 mg, 2.90 mmol) was added and this mixture was stirred at 23C for 45 min, then this mixture was added dropwise to 2,4- dichloro-3-methyl-pyridine, which was dissolved in anhydrous DMA (4 mL). This mixture was stirred at 23 OC for 2 h then heated at 50C for 15 h, after which time the mixture was diluted with ET20 (140 mL), washed with water (14 mL), then brine twice (2 x 14 mL). The organic layer was separated, dried with MGS04, and the solvent was evaporated in vacuo to give an oil which was purified by flash chromatography using hexanes-EtOAc, 75: 25, V/V, then hexanes-EtOAc, 50: 50, V/V, to give 4-(2-chloro-3-methyl-pyridin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester as a solid (223 mg, 27%). H NMR (CDC13, 400 MHz) No. 8.09 (d, 1H), 6.69 (d, 1H), 4.91 (M, 1H), 4. 60 (M, 1H), 3.61 (M, 2H), 3.52 (M, 2H), 2.24 (s, 3H), 1.91 (M, 2H), 1.80 (M, 2H), 1.24 d, 6H). LRMS calculated for C15H21CIN203 : 312.12, Found: (MH) + 313. 4.

The chemical industry reduces the impact on the environment during synthesis 132097-09-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19842-08-1, 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. 19842-08-1, name is 2-Bromo-5-ethylpyridine. A new synthetic method of this compound is introduced below.

To a stirred solution of 2-bromo-5-cyclopropylpyridine (1 g, 5 mmole) in CHC13(15 mL) was added mCPBA (1.7, 1.5 equiv). The reaction mixture was heated to 50 C. for 4 hours to complete the reaction. It was cooled and diluted with 20 mL DCM and washed with sat. NaHCO3 solution (5×15 mL) until no acid left in the organic layer. It was then dried by Na2SO4 and concentrated in vacuuo, which (Ig) was ready for the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19842-08-1, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 56673-34-8, Adding some certain compound to certain chemical reactions, such as: 56673-34-8, name is 3-Bromo-6-mercaptopyridine,molecular formula is C5H4BrNS, 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 56673-34-8.

To a solution of 5-bromopyridine-2-thiol (3.9 g) in THF (100 ml_) was added NaH (1 .24 g) at 0C and the mixture was stirred at 0C for 0.5 h. Then (bromomethyl)cyclopropane (2.79 g) was added. The mixture was allowed to warm to r.t. and stirred for 6 hours. Themixture was poured into ice water (200 ml_) and extracted with EA (100 ml_ x 3). The combined organic phases were washed with brine (50 ml_) and then dried over Na2SO4. After filtration and evaporation of the solvent, the residue was purified by SGC (eluent: PE) to provide the subtitle compound. MS ESI+: m/z = 244 [M+H]+.

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. 56673-34-8, 3-Bromo-6-mercaptopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; WO2014/56938; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 845306-04-9, 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 845306-04-9, name is 6-Chloro-N-methylpicolinamide. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of Intermediate 2 (0.6g, 1.91 mmol) in dry 1 ,4-dioxane (10 mL), was added cesium carbonate (1.9g, 5.88 mmol) followed by 6-chloro-N-methylpicolinamide (0.25 g, 1.47 mmol, ABCR). Nitrogen was flushed into the solution for 20 min and Pd(OAc)2 (0.016 g, 0.07 mmol) and 2-2′-bis (diphenylphosphino)-1,1′-binaphthyl (0.091 g, 0.14 mmol) were added. The reaction mixture was stirred at 100 C for 12 h. The resulting reaction mixture was filtered through celite and evaporated under vacuum. Water (5 mL) was added and the mixture was extracted with EtOAc (50mL). The organic layer was dried over anhydrous Na2SO4 and evaporated. The resulting crude product was purified by column chromatography ( brown solid). 1H NMR (400 MHz, DMSO-d6): delta 8.94-8.92 (m, 2H), 8.41 (d, J = 4.0 Hz, 1 H), 8.09 (d, J = 8.8 Hz, 1 H), 8.01 (s, 1 H), 7.94-7.94 (m, 1 H), 7.63 (t, J = 8.4 Hz, 1 H), 7.25-7.23 (m, 1 H), 6.94 (d, J = 8.4 Hz, 1 H), 3.79-3.77 (m, 1 H), 3.58-3.58 (m, 4H), 2.77 (d, J = 4.80 Hz, 3H), 2.59-2.58 (m, 2H), 2.49-2.45 (m, 2H), 1.45 (d, J = 6.80 Hz, 3H). LCMS: (Method A) 377.2 (M +H), Rt. 2.14min, 95.23% (Max). HPLC: (Method A) Rt. 2.07min, 96.75% (Max).

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 845306-04-9, 6-Chloro-N-methylpicolinamide.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 10177-32-9, 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 10177-32-9 as follows.

MeI (0.2 mL, 3.00 mmol, 0.25 equiv) was added to a solution of methyl ester 14 (2 g, 12 mmol) in MeCN (16 mL), and the mixture was heated at 120 C under microwave conditions for 1 h. The solvent wasthen removed, and the oily residue was taken up in EtOAc, treated with charcoal, filtered, and re-concentrated to give 4-pyridinone 16 as a viscous oil that solidified to a near colourless solid on standing (2g, 95%). IR (ATR): 1645, 1717, 2950, 3013, 3053, 3094 cm-1. 1H NMR (CDCl3): delta = 8.12 (s, 1 H), 7.21-7.24 (dd, 3J = 7.7 Hz, 4J = 2.5 Hz,1 H), 6.44 (d, 3J = 7.5 Hz, 1 H), 3.83 (s, 3 H), 3.69 (s, 3 H). 13C NMR (CDCl3): delta = 174.8, 165.3, 146.6, 139.8, 122.7, 118.1, 51.9,44.9. HRMS (HESI): m/z [M + H]+ calcd for C8H9NO3: 168.0655; found:168.0657.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10177-32-9, its application will become more common.

Reference:
Article; Koperniku, Ana; Zamiri, Maryam; Grierson, David S.; Synthesis; vol. 51; 8; (2019); p. 1779 – 1790;,
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. 20511-15-3, name is 3-Amino-4-chloropyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H5ClN2

[Example 719] Compound q1 4-Chloropyridine-3-carbonitrile [1519] aqueous tetrafluoroboric acid solution (10 ml) was added to a solution of 4-chloropyridin-3-amine (1.29 g, 10.0 mmol) in ethanol (10 ml) at 0C. An aqueous solution (10 ml) of sodium nitrite (725 mg, 10.5 mmol) was added to the resultant mixed solution at the same temperature, and it was stirred at the same temperature for 30 minutes. The precipitate was collected by filtration and washed with ethanol, and the resultant brown solid (1.94 g) was then dissolved in acetonitrile (10 ml). A mixed solution of sodium cyanide (980 mg, 20.0 mmol) and copper(I) cyanide (896 mg, 10.0 mmol) in water (10 ml) and acetonitrile (1 ml) was added to the resultant solution at 0C, and it was stirred while gradually warming to room temperature for 10 hours. The reaction mixture was cooled to 0C, after which a saturated aqueous solution of sodium bicarbonate was added, and it was stirred for five minutes. The resultant solution was extracted with ethyl acetate, and the organic layer was then washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, followed by concentration under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to yield the title compound (605 mg, 44%) as a pale yellow solid. 1H-NMR (300 MHz, CDCl3) delta: 8.87 (1H, s), 8.72 (1H, d, J = 3.9 Hz), 7.51 (1H, d, J = 3.9 Hz).

The synthetic route of 20511-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; MURATA, Takeshi; NIIZUMA, Satoshi; HARA, Sousuke; KAWADA, Hatsuo; HADA, Kihito; SHIMADA, Hideaki; TANAKA, Hiroshi; NAKANISHI, Yoshito; EP2842939; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

To a solution of ethyl 2-(6-chloropyridin-3-yl)acetate (1.1 g, 5.51 mmol) in dimethylformamide was added slowly sodium hydride (242 mg, 6.06 mmol) at 0 C, followed by iodomethane (821 mg, 5.79 mmol). The mixture was stirred at same degree for 1 hour, and then quenched with water. The resulting mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulphate and concentrated under reduced pressure to afford crude which was purified by column chromatography to afford ethyl 2-(6-chloropyridin-3-yl)propanoate (790 mg, 67 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 868551-30-8, Adding some certain compound to certain chemical reactions, such as: 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate,molecular formula is C8H8N2O4, 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 868551-30-8.

A mixture of methyl 4- methyl-5-nitropyridine-2-carboxylate (3.5g, 17.8mmol), dimethylformamide dimethylacetal (DMF- DMA) (3.6ml, 1.5eq) in acetonitrile (35mL) was heated in a microwave at 14O0C for 20 min. The solvent was removed. The residue (5.1 g) was carried onto the next step without further purification. Method 2. A mixture of compound methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5g, 0.19mol), DMF-DMA (30.6 g, 0.26mol, 1.35 eq) in DMF (470 mL) was heated to 90C for 30 min. The solvent was removed in vacuo. The residue (78g) was used without further purification in the next step.

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. 868551-30-8, Methyl 4-methyl-5-nitropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2006/27694; (2006); 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. 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 716362-10-6

Intermediate 4.3 To a solution of Intermediate 4.4 (2.5 g, 2.63 mmol) in NMP (20 mL) is added K2CO3 (9.2 g, 66.6 mmol) and isobutyl iodide (2.3 mL, 20 mmol). The resulting mixture is stirred at 80 C. for 40 min. Then cyclopropylamine (4.6 mL, 66.6 mmol) is added and the reaction mixture is stirred overnight at 110 C. After adding water, the mixture is extracted with AcOEt. The organic layer is washed with water, brine and dried over MgSO4. Recrystallization from EtOAc-n-hexane gives Intermediate 4.3: colorless crystal, ES-MS: M+H=265: BtRet=1.54 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, 716362-10-6, 6-Chloro-4-methoxynicotinic acid.

Reference:
Patent; Yokokawa, Fumiaki; Ehara, Takeru; Kawakami, Shimpei; Irie, Osamu; Suzuki, Masaki; Hitomi, Yuku; Toyao, Atsushi; US2008/319018; (2008); 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 716362-10-6, name is 6-Chloro-4-methoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

A solution of 315 6-chloro-4-methoxynicotinic acid (9.0 g, 47.97 mmol, 1.0 eq) and 296 2,6-dichloroaniline (7.77 g, 47.97 mmol, 1.0 eq) in 24 toluene (270 mL) was purged with nitrogen for 10 min at rt, followed by addition of 91 PCl3 (45 mL). The resulting solution was stirred at 100 C. for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was concentrated, basified with saturated solution of 56 NaHCO3 (500 mL), extracted with EtOAc (2×100 mL). The combined organic layers were washed with water (50 mL), with brine (50 mL), dried over Na2SO4, concentrated and purified by combi-flash [Silica gel 100-200 mesh; elution 0-30 19 EtOAc in 20 hexane] to afford the desired compound, 318 6-chloro-N-(2,6-dichlorophenyl)-4-hydroxynicotinamide (3.5 g, 22.98%) as an off white solid. (0428) LCMS: 317[M+1]+

With the rapid development of chemical substances, we look forward to future research findings about 716362-10-6.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem