Day: April 18, 2022

Related Products of 1233205-73-6, 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.1233205-73-6, name is 2-Ethynyl-6-fluoropyridine, molecular formula is C7H4FN, molecular weight is 121.11, as common compound, the synthetic route is as follows.

To a solution of the compound obtained in the previous section (1.45 g, 4.54 mmol) and the reference example 2 (0.50 g, 4.13 mmol) in AcN (20 ml_ ) at 0 5C, a DBU (1.24 ml_, 8.26 mmol) solution in AcN (7 ml_) was slowly added. The resulting mixture was heated at 50 0C for 18 h. After that, was cooled and concentrated to dryness. The crude product obtained was chromatographed over silica gel using hexane/EtOAc mixtures of increasing polarity as eluent, to afford 0,48 g of the desired compound (45% yield). LC-MS (Method 2): tR = 3.03 min; m/z = 239 (MH+).

Statistics shows that 1233205-73-6 is playing an increasingly important role. we look forward to future research findings about 2-Ethynyl-6-fluoropyridine.

Reference:
Patent; PALAU PHARMA, S. A.; SALAS SOLANA, Jorge; ALMANSA ROSALES, Carmen; COMELLES ESPUGA, Josep; FONTES USTRELL, Montserrat; SOLIVA SOLIVA, Robert; PASTOR PORRAS, Jose, Javier; WO2010/72823; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98197-88-7, 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 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-(methoxymethyl)-4-nitropyridine (i59): To a solution of (4-nitropyridin-2-yl)methanol (i58) (2.3 g, 14.93 mmol) in THF (40 mL), NaH (0.89 g, 22.40 mmol) was added at 0C and stirred for 5 min. Mel (3.18 g, 22.4 mmol) was added and the reaction mixture allowed to warm to room temperature and stirred for 4h. The progress of the reaction was monitored by TLC. After completion, the mixture was quenched with water and extracted with ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by silica gel (60:120 mesh) column chromatography using 10% ethyl acetate in n-hexane as eluent to afford 2-(methoxymethyl)-4-nitropyridine (i59) (0.775 g, Yield 31 %). 1H NMR (400 MHz, DMSO-d6) delta 3.44 (s, 3H), 4.66 (s, 2H), 8.08 – 8.00 (m, 2H), 8.91 (d, J = 5.2 Hz, 1 H). MS (ESI) m/e (M+1 )+: 169.00

According to the analysis of related databases, 98197-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SPRL; MERCIER, Joel; PROVINS, Laurent; VERMEIREN, Celine; SABNIS, Yogesh Anil; (106 pag.)WO2016/124508; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 183428-91-3, 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.183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine, molecular formula is C7H7N3, molecular weight is 133.15, as common compound, the synthetic route is as follows.

Step II: 6-Amino-5-methyl-pyridine-3-carboxylic acid To a stirred suspension of 6-amino-5-methyl-pyridine-3-carbonitrile (6.0 g, 45.0 mmol) in water (40 mL) was added sodium hydroxide (5.4 g, 135.2 mmol) and refluxed for 4 h. Reaction mixture was cooled to room temperature and filtered through Buchner funnel. Filtrate was neutralized with 4N HCl. Solid formed was filtered through Buchner funnel and dried under high vacuum to furnish 6.0 g (88%) of titled intermediate as a white solid. 1H NMR (400 MHz, CDCl3): delta 2.05 (s, 3H), 6.53 (s, 2H), 7.66 (s, 1H), 8.37 (d, J=2.0 Hz, 1H), 12.29 (brs, 1H). MS (ES) m/z 153.0 (M+1).

Statistics shows that 183428-91-3 is playing an increasingly important role. we look forward to future research findings about 2-Amino-3-methyl-5-cyanopyridine.

Reference:
Patent; Kharul, Rajendra; Bhuniya, Debnath; Mookhtiar, Kasim A.; Singh, Umesh; Hazare, Atul; Patil, Satish; Datrange, Laxmikant; Thakkar, Mahesh; US2015/65464; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113713-60-3, 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 113713-60-3, name is 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of compound 3 (360 mg, 2.0 mmol) in a mixture of EtOH (60 mL) and 1 N aq NaOH (2.2 mL, 2.2 mmol), compound 1 (2.1 mmol) was added. The resulting reaction mixture was stirred overnight at rt. Then solvents were removed under reduced pressure, and the crude product was purified by column chromatography on silica gel with eluent (0:100 to 3:97 MeOH/CH2Cl2) to give a white solid product 4 (50-65% yields).

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 113713-60-3, 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1371 – 1375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 57963-08-3, 5,6-Dimethylpyridin-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: A mixture of the arylhydrazine hydrochlorides (1.0 mmol), aminopyridines (20.0 mmol), and potassium carbonate (415 mg, 3.0 mmol) in DMSO (10 mL) was stirred at 25 C in air. The reactions were completed after 24 h, monitored by thin layer chromatography (TLC). Then, quenched by the addition of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and brine solution and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give the crude products. Purified by column chromatography over silica gel (hexane/AcOEt), the pure products were afforded.

The synthetic route of 57963-08-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Taniguchi, Toshihide; Imoto, Mitsutaka; Takeda, Motonori; Matsumoto, Fukashi; Nakai, Takeo; Mihara, Masatoshi; Mizuno, Takumi; Nomoto, Akihiro; Ogawa, Akiya; Tetrahedron; vol. 72; 27-28; (2016); p. 4132 – 4140;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1122-61-8, 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. 1122-61-8, name is 4-Nitropyridine. A new synthetic method of this compound is introduced below.

General procedure: A solution of complex 4a (1 g, 4.25 mmol) in benzene (10 ml) was stirred at 15-20 and treated with a solution of heterocyclic amine or oxaadamantane () (4.25 mmol) in benzene (5 ml) (Scheme 10, Table 1). The reaction mixture was stirred for the indicated time at room temperature, with periodic control of the amount of evolved THF by GLC (60-70, adsorbent – chromosorb, liquid phase – PEG monolaurate). After the increase of THF signal stopped, the reaction mixture was evaporated from Petri dish under exaust hood, the residue was extracted first with hexane and then with Et2O. The combined extract was evaporated under vacuum at room temperature, the residue was recrystallized from Et2O-hexane mixture. Complexes of trinitromethylborane with amines (compounds 7-s) or with oxaadamantanes (compounds 4d,e) were thus obtainecharacteristics, as well as yields and melting points of target complexes 4d,e and 7-s are given in Table 1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-61-8, its application will become more common.

Reference:
Article; Shitov; Tartakovskii; Ioffe; Chemistry of Heterocyclic Compounds; vol. 50; 12; (2015); p. 1647 – 1657; Khim. Geterotsikl. Soedin.; vol. 50; 12; (2014); p. 1795 – 1806,12;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6945-67-1, 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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

The crude title compound from Step A above was dissolved in a mixture of degassed 1 ,4- dioxane (8.6 mL) and water (2 mL) in a microwave vial. Then [1 , 1 – bis(diphenylphosphino)ferrocene]dichloro-palladium(ll), complex with dichloromethane (0.034 g, 0.04 mmol), 2-bromo-4-nitropyridine (0.1 g, 0.49 mmol) and cesium carbonate (0.266 g, 0.82 mmol) were added and the reaction mixture was heated at ~1 15C in a sand- bath for 6 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (30 mL), the organic phase separated, dried over Na2S04, filtered and the solvents evaporated in vacuo. The dark residue was purified by chromatography on silica (25 g puriFlash, Interchim) using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 00/0) to afford a mixture of the title compound and byproducts (0.076 g). Step C (0310) The mixture of the title compound from Step B above and byproducts (0.076 g) was dissolved in dichloromethane (10 mL) and trifluoroacetic acid (2.4 mL) was added. The reaction mixture was stirred at room temperature for 6 hours and then methanol was added (10 mL). The solvents were evaporated in vacuo and the residue suspended in methanol (10 mL). The solvents were again evaporated in vacuo and the residue suspended in dichloromethane (4 mL). After the addition of triethylamine (2 mL, 14.4 mmol), di-terf-butyl dicarbonate (0.2 g, 0.86 mmol), and 4-(dimethylamino)-pyridine (0.0036 g, 0.028 mmol), the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (40 mL). The organic phase was separated, dried over Na2S04, filtered and the solvents removed in vacuo. The residue was purified on silica (25 g puriFlash, Interchim) using a Biotage I solera One purification system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford the Comparative Example C9 (F-9) Precursor and the byproduct as -1 .1 -mixture (0.0231 g, pale yellow solid). 1H NMR (400 MHz, CDCI3) delta = 9.38 (d, 1 Eta), 9.35 (d, 1 H), 9,31 (s, 2H), 9.02 (d, 1 H), 8.76- 8.70 (m, 5H), 8.68 (d, 1 H), 8.55 (d, 1 H), 8.43-8.37 (m, 3H), 8.12 (dd, 1 H), 8.07 (dd, 1 H), 7.43 (d, 1 H), 7.41 (d, 1 H), 1.82 (s, 18H) (0311) MS (ESI): m/z = 291.94 [MH-Boc of the title compound]’, 170.04 [MH+-Boc of byproduct]*

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AC IMMUNE S.A.; PIRAMAL IMAGING SA; KROTH, Heiko; MOLETTE, Jerome; SCHIEFERSTEIN, Hanno; MUeLLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; ODEN, Felix; (72 pag.)WO2018/15546; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72587-18-9, 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 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

N-[2-Chloro-5-(trifluoromethyl)pyridin-3-yl]-3-(ethylsulphanyl)imidazo[1,2-a]pyridine-2-carboxamide (XXVI-1) 1.1 mg (9.37 mmol) of thionyl chloride were added dropwise to a solution of 298 mg (1.33 mmol) of 3-(ethylsulphanyl)imidazo[1,2-a]pyridine-2-carboxylic acid in 10 ml of acetonitrile, and the mixture was heated under reflux for 3 h. The solvent was removed under reduced pressure and the residue was twice co-evaporated with toluene. The residue was dissolved in 3 ml of N,N-dimethylformamide. Separately, 263 mg (1.33 mmol) of 2-chloro-5-(trifluoromethyl)pyridine-3-amine were added to a suspension at 0 C., of 107 mg (2.67 mmol) of sodium hydride in 7 ml of N,N-dimethylformamide, and the mixture was stirred for another 30 min. The acid chloride solution prepared beforehand was then slowly added dropwise at 0 C. The reaction mixture was stirred at room temperature for a further 2 h. The mixture was poured onto ice-water and extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate and the solvent was then removed. The crude product was purified by HPLC using a water/acetonitrile gradient as mobile phase. (log P (neutral): 4.39; MH+: 401; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 1.09 (t, 3H), 2.98 (q, 2H), 7.22-7.25 (m, 1H), 7.55-7.60 (m, 1H), 7.82 (d, 1H), 8.66 (d, 1H), 8.73 (d, 1H), 9.07 (d, 1H).

According to the analysis of related databases, 72587-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; WILCKE, David; HAGER, Dominik; ILG, Kerstin; EILMUS, Sascha; GOeRGENS, Ulrich; TURBERG, Andreas; (71 pag.)US2018/116222; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55899-13-3, 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. 55899-13-3, name is 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate. A new synthetic method of this compound is introduced below.

Methyl 6-[(6-bromo-2-phenylpyrazolo[1,5-a]pyridin-3-yl)carbonyl]pyridine-2-carboxylate After potassium carbonate (6.25 g) was added to an N,N-dimethylformamide (22.6 mL) solution of methyl 6-(1-oxo-3-phenyl-2-propyn-1-yl)pyridine-2-carboxylate (3.00 g) and 1-amino-3-bromopyridinium 2,4,6-trimethylbenzenesulfonate (7.71 g) at room temperature, the mixture was stirred at room temperature for 2 hours. The reaction solution was diluted with ethyl acetate, washed with water and saturated saline, and then dried over anhydrous sodium sulfate. The solvent was evaporated and then the residue thus obtained was purified by silica gel column chromatography (n-hexane:ethyl acetate = 3:1) to obtain a title compound as a yellow crystal (1.35 g). 1H-NMR (400 MHz, CDCl3) delta 3.85 (3H, s), 7.05 (2H, t, J = 7.9 Hz), 7.13 (1H, t, J = 7.9 Hz), 7.23 (2H, d, J = 7.9 Hz), 7.59 (1H, dd, J = 9.1 and 1.8 Hz), 7.86 (1H, t, J = 7.9 Hz), 7.94 (1H, d, J = 7.9 Hz), 8.00 (1H, dd, J = 7.9 and 1.2 Hz), 8.28 (1H, d, J = 9.1 Hz), 8.73 (1H, d, J =1.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55899-13-3, 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate, and friends who are interested can also refer to it.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; Kissei Pharmaceutical Co., Ltd.; SETO, Shigeki; UMEI, Kentaro; NISHIGAYA, Yosuke; TANIOKA, Asao; KONDO, Tatsuhiro; KONDO, Atsushi; TATANI, Kazuya; KAWAMURA, Naohiro; EP2669285; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 22280-60-0, 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 22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-methoxy-3-nitro-2-picoline 0.46 gm (20 mMol) sodium were dissolved in 15 mL anhydrous methanol. To this solution were added 2.3 gm 6-chloro-3-nitro-2-picoline in portions. The resulting mixture was stirred for 18 hours at room temperature and then 1 hour at reflux. The reaction mixture was poured into 100 mL of ice water with vigorous stirring. The suspension was filtered and the solid dried at 30C under reduced pressure for 18 hours to provide 2.04 gm (91%) of the desired compound as a tan solid.

According to the analysis of related databases, 22280-60-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; EP875513; (1998); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem