Category: pyridine-derivatives

Related Products of 122851-69-8, 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 122851-69-8, name is 3-Bromo-2-(chloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of cis-4-(2-methoxyphenyl)cyclohexanol (889 mg) in THF (20 ml) wasadded 60% sodium hydride (345 mg) at 0C, and the mixture was stirred at under anitrogen atmosphere at room temperature for 2 hr. To the reaction mixture was added3-bromo-2-(chloromethyl)pyridine (1.16 g), and the mixture was stirred at room temperaturefor 2 hr, and at 70C for 3 hr. To the reaction mixture was added water, andthe mixture was extracted with ethyl acetate. The obtained organic layer was washedsuccessively with water and saturated brine, dried over anhydrous magnesium sulfate,and the solvent was evaporated under reduced pressure. The residue was purified bysilica gel column chromatography (ethyl acetate/hexane) to give the title compound(743 mg).MS, found: 376.0,378.0.

According to the analysis of related databases, 122851-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18513-79-6, 1,2,3,6-Tetrahydropyridine hydrochloride, 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, COA of Formula: C5H10ClN, blongs to pyridine-derivatives compound. COA of Formula: C5H10ClN

To a slurry of 1,2,3,6-tetrahydropyridine hydrochloride (39b) (97.9 g, 818 mmol) in DCM (1.0 L) was added TEA (248 g, 2.5 mol). The mixture was cooled to 0-5 C. and then treated slowly dropwise with methane sulfonylchloride (112 g, 982 mmol), maintaining the reaction temperature<20 C. After addition the mixture was stirred a further 16 h at room temperature. The reaction was quenched by slow addition of H2O (1 L). The phases were separated. The aqueous layer was extracted with DCM (1.5 L). The combined organics were washed successively with saturated aqueous NH4Cl (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NH4Cl (500 mL), and brine (500 mL), dried over Na2SO4, filtered, and concentrated. The resultant yellow solid was triturated with DCM/petroleum ether (1:15, 500 mL). The solids were collected by filtration and dried under vacuum to provide 1-(methanesulfonyl)-1,2,3,6-tetrahydropyridine (39c) (116 g, 88% yield) as a light yellow solid, which was taken on without further purification. 1H NMR (400 MHz, CDCl3) delta 5.86 (dtd, J=1.7, 4.0, 8.1 Hz, 1H), 5.71 (dtd, J=1.2, 3.4, 8.5 Hz, 1H), 3.76 (quin, J=2.8 Hz, 2H), 3.37 (t, J=5.7 Hz, 2H), 2.81 (s, 3H), 2.26 (tt, J=2.9, 5.7 Hz, 2H) At the same time, in my other blogs, there are other synthetic methods of this type of compound,18513-79-6, 1,2,3,6-Tetrahydropyridine hydrochloride, and friends who are interested can also refer to it. Reference:
Patent; Pfizer Inc.; Chen, Ping; Cho-Schultz, Sujin; Deal, Judith Gail; Gallego, Gary Michael; Jalaie, Mehran; Kania, Robert Steven; Nair, Sajiv Krishnan; Ninkovic, Sacha; Orr, Suvi Tuula Marjukka; Palmer, Cynthia Louise; (169 pag.)US2019/330196; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, 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, Product Details of 89415-54-3, blongs to pyridine-derivatives compound. Product Details of 89415-54-3

A solution of 5-bromo-N*2*-methyl-pyridine-2 3-diamine (Stage 67.1.4, 960 mg, 4 75 mmol) in triethylorthoacetate (Aldrich, Buchs, Switzerland, 25 ml) was stirred for 38 5 h at 140C. The reaction mixture was evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over Na2SO4, filtered and evaprated. The crude product was dry loaded on silica gel and purified by MPLC (DCM/MeOH 0% – 4%) to give the title compound as a brown solid (HPLC. tR 1 95 mm (Method A); M+H = 226, 228 MS-ES).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 670253-37-9, 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 670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

(Tsuruoka, A., et.al. ibid): Zinc cyanide (0.254 g, 2.17 mmol) and tetrakistriphenylphosphine palladium (0) (0.460 g, 0.394 mmol) were added to a solution of compound ii (1.00 g, 3.94 mmol) in NMP (10 mL). The reaction mixture was heated under N2(g) to 135C for 2 h, cooled to room temperature and partitioned between EtOAc (30 mL) and aqueous ammonia solution (0.35%, 50 mL). The organic fraction was separated, washed successively with water (2 x 100 mL) and brine (30 mL), dried (MgS04) and reduced in vacuo onto Si02. Column chromatography (Si02), eluting with 2: 1 Petrol-EtOAc to 1: 1 Petrol-EtOAc, afforded compound iii. (0.360 g, 2.35 mmol, 60%) as an off-white solid.

According to the analysis of related databases, 670253-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOTA EUROPE LTD; TYNDALL, Edward Malcolm; CZAPLEWSKI, Lloyd George; FISHWICK, Colin William Gordon; YULE, Ian Andrew; MITCHELL, Jeffrey Peter; ANDERSON, Kelly Helen; PITT, Gary Robert William; WO2013/91011; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1532517-95-5, 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. 1532517-95-5, name is 5-Bromo-3-fluoro-2-nitropyridine, molecular formula is C5H2BrFN2O2, 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.

General procedure: [00441] Step 2. To a solution of 200b (450 mg, 2.0 mmol, 1.0 eq) in DMF (5 mL) were added TEA (400 mg, 4.0 mmol, 2.0 eq) and 3-fluoroazetidine (300 mg, 4.0 mmol, 2.0 eq) at rt. The mixture was stirred for 2 h under N2 at 90 C and then diluted with EtOAc (200 mL). The mixture was washed with brine (3×100 mL), dried over Na2S04 and concentrated to give black oil, which was purified by reversed phase HPLC (MeCN/H20 = 2: 1) to give 200c (300 mg, 53%) as yellow oil. ESI-MS (M+H)+: 276.0.

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 1532517-95-5, 5-Bromo-3-fluoro-2-nitropyridine.

Reference:
Patent; BIOGEN IDEC MA INC.; CHAO, Jianhua; ENYEDY, Istvan, J.; GUERTIN, Kevin; HUTCHINGS, Richard, H.; JONES, John, Howard; POWELL, Noel; VANVLOTEN, Kurt, D.; WO2014/8214; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211517-76-8 ,Some common heterocyclic compound, 1211517-76-8, molecular formula is C6H5BrFN, 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.

Step 3 A mixture of the intermediate from step 2 (150 mg, 0.54 mmol) and K2CO3 (150 mg, 1.09 mmol,) in toluene (5 mL) was degassed with Ar for 30 min. 3-bromo-5-fluoro-4-methyl-pyridine (97 muL, 0.815 mmol), CuI (5 mg, 0.027 mmol) and N,N’-dimethylethylenediamine (10 muL, 0.092 mmol) were added to the RM and heated at 100 C. in a sealed tube for 16 h. The RM was concentrated under reduced pressure, diluted with water and extracted with EtOAc. The organic layer was dried and concentrated under reduced pressure to give the crude product which was purified by CC (SiO2; 1% MeOH in CH2Cl2) to yield the title compound (115 mg, 55%). LC-MS (Method 2): m/z [M+H]+=386.2 (MW calc. 385.39); Rt=0.66 min. 1H-NMR (DMSO-d6, 400 MHz), delta (ppm)=9.94 (s, 1H), 8.48 (s, 1H), 8.36 (s, 1H), 7.98 (s, 1H), 6.60 (s, 1H), 3.91 (s, 3H), 3.85 (s, 3H), 3.69 (s, 3H), 2.19 (d, 3H, J=0.88 Hz), 2.06 (s, 3H).

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. 1211517-76-8, 3-Bromo-5-fluoro-4-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, FELIX; NORDHOFF, SONJA; WACHTEN, SEBASTIAN; WELBERS, ANDRE; RITTER, STEFANIE; US2015/166505; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1357947-08-0, name is 5-Bromo-3-iodo-1H-pyrazolo[3,4-c]pyridine, molecular formula is C6H3BrIN3, 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. Formula: C6H3BrIN3

To a solution of 5-bromo-3-iodo-1H-pyrazolo[3,4-c]pyridine (1 equiv) in CH3CN (10 vol) was added tert-butyl 2-bromoacetate (1.1 equiv) and potassium carbonate (1.1 equiv). The mixturewas refluxed overnight under an atmosphere of argon. After cooling the reaction mixture to room temperature, the mixture was filtered through Celite and washed with CH3CN. The filtrate was concentrated under reduced pressure and the remaining residue was purified by column chromatography on silica gel (eluted with DCMIMeOH) to afford compound 104-S2.

With the rapid development of chemical substances, we look forward to future research findings about 1357947-08-0.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-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, 72587-18-9, blongs to pyridine-derivatives compound. Product Details of 72587-18-9

A 1 00-mL round bottom flask equipped with a magnetic stirrer was charged with 2-chloro-5- (trifluoromethyl)pyridine-3 -amine (1.0 g, 5.1 mmol), CH2C12 (15 mL), TEA (1.42 ml, 10.2 mmol). The reaction mixture was cooled under ice-bath and chloroacetyl chloride (0.81 ml, 10.2 mmol) was slowly added. The reaction mixture was stirred at room temperature for 2 hours. The sovent was removed under vacuum. The residue was purified by column chromatography using 20% EtOAc/hexane to afford the desired product as off-white solid (1.22 g, 88% yield). ). ?H NMR (300 MHz, CDC13) & 9.05 (s, 2H), 8.44 (s, 1H), 4.27 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72587-18-9, its application will become more common.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LAVOIE, Edmond J.; PARHI, Ajit; PILCH, Daniel S.; ZHANG, Yongzheng; KAUL, Malvika; WO2014/74932; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1156542-28-7 , The common heterocyclic compound, 1156542-28-7, name is 5-Chloro-4-(trifluoromethyl)picolinonitrile, molecular formula is C7H2ClF3N2, 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.

To 7 ml of ethanol were added 0.61 g of sodium bicarbonate and 0.5 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 1 hour. After allowing to cool, 0.74 g of 5-chloro-4-trifluoromethylpyridine-2-carbonitrile was added at O0C, and the mixture was stirred for 5 hours, and concentrated. To the residue was added water, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.6 g of 5-chloro-4- trifluoromethylpyridine-2-carboxamide=oxime. 5-Chloro-4-trifluoromethylpyridine-2-carboxamide=oxime1H-NMR (DMSO-d6): 6.02 (s, 2H), 8.14 (s, IH), 8.93 (s, IH), 10.31 (s, IH)

The synthetic route of 1156542-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102074-19-1, 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.102074-19-1, name is (5-Methylpyridin-3-yl)methanol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.

Step 2.; Alcohol (10 mmol) were refluxed in 10ml HBr (40% aq) for more than 5 hours, and monitored through TLC or LC-MS. After completed, mixture were heated in order to evaporator solvents (water and excess HBr) until the mixture became sticky. Cool the mixture, add acetone to the mixture, precipitated solid and filtered followed by drying. Yield was high to80%.

The chemical industry reduces the impact on the environment during synthesis 102074-19-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACEA BIOSCIENCES INC.; MAO, Long; ZHAO, Li; LIU, Jia; WANG, Xiaobo; XU, Xiao; WO2012/97196; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem