Category: pyridine-derivatives

Related Products of 880870-13-3, Adding some certain compound to certain chemical reactions, such as: 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine,molecular formula is C6H5BrClNO, 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 880870-13-3.

A solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged nitrogen for 15 min. Next, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95C for 12 h under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature and filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0 – 30% ethyl acetate/hexanes to afford the product. 1HNMR (500 MHz, DMSO- 6) delta 8.69 (s, 1H), 7.50 (s, 1H), 4.04 (s, 3H); LC/MS: [(M+l)]+ = 169.

According to the analysis of related databases, 880870-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); 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 36936-23-9, name is 5-Chloro-6-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Chloro-6-methylpyridin-2-amine

Intermediate IXc 3 ,6-dichloro-2-methylpyridine To a suspension of 5-chloro-6-methylpyridin-2-amine (7.5 g, 52.60 mmol, Combi- Blocks) in DCM (200 niL) was added copper(II) chloride (9.19 g, 68.38 mmol) and stirred at for 10 min. tert-butyl nitrite (12.50 mL, 105.20 mmol) was added and the stirring was continued further 30 min at RT. The colour was changed to dark blue. The reaction was monitored by LCMS. LCMS showed the completion of reaction. The reaction mixture was washed with water, brine solution, and organic layer was dried on sodium sulphate and concentrated under vacuum to get crude. The product was purified by column chromatography using 5 % ethyl acetate :hexane mixture to get 3,6-dichloro- 2-methylpyridine (3.80 g, 44.6 %) as a yellow liquid. MS (ES+), (M+H)+ = 162.15 for C6H5C12N.

With the rapid development of chemical substances, we look forward to future research findings about 36936-23-9.

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; HAMEED PEER MOHAMED, Shahul; PATIL, Vikas; MURUGAN, Kannan; VITHALRAO BELLALE, Eknath; RAICHURKAR, Anandkumar; LANDGE, Sudhir; PUTTUR, Jayashree; ROY CHOUDHURY, Nilanjana; SHANBHAG, Gajanan; KOUSHIK, Krishna; IYER, Pravin; KIRTHIKA SAMBANDAMURTHY, Vasan; SOLAPURE, Suresh; NARAYANAN, Shridhar; WO2015/165660; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 21427-61-2, 5-Chloro-2-hydroxy-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, 21427-61-2, blongs to pyridine-derivatives compound. HPLC of Formula: C5H3ClN2O3

Intermediate 4; 3-amino-5-chloropyridin-2-ol; To a 500 mL round bottom flask charged with 5-chloro-2-hydroxy-3-nitro pyridine (4.9 g, 28.7 mmol), Fe (7.2 g, 129.7 mmol) and CaCI2 (2.86 g, 25.8 mmol) was added 4:1 EtOHiH2O (50 mL) and the mixture was heated at reflux for 2h. After cooling to room temperature the mixture was filtered through a celite pad and washed with ethanol/water. EPO The dark filtrate was evaporated and dried in vacuum for 2h to afford 3-amino-5-chloropyridin- 2-ol. LCMS: m/e 145 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,21427-61-2, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2006/51410; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884494-82-0, 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. 884494-82-0, name is 5-Fluoro-2-methoxynicotinic acid. A new synthetic method of this compound is introduced below.

[0361] To a solution of 5-fluoro-2-methoxynicotinic acid (372 mg, 2.172 mmol) in DCM (18.3 mL) was added oxalyl chloride (380 xL, 4.34 mmol) and DMF (8.41 mu, 0.109 mmol) at 0C. After stirring at 20C for 1 hour, the mixture was concentrated in vacuo. The residue was taken up in THF (1 mL) and added dropwise to a mixture of 5-amino-4-(4-(2,4- difluorophenoxy)piperidin-l-yl)-NJV-dimethylpicolinamide (545 mg, 1.448 mmol) and DIPEA (759 xL, 4.34 mmol) in THF (11 mL). The reaction mixture was stirred at 60C for 1 hour, then cooled to RT, and filtered. The filtrate was purified by HPLC, eluting with ACN in water. The solid product was recrystallized from 3: 1 MeOH/water solution and filtered. The solids were placed in a 70C vacuum oven overnight to give the title compound as an off-white solid (487 mg, 63.5%). NMR (500 MHz, DMSG-cfe) delta ppm 1.81 – 1.87 (m, 2 H), 2.06 – 2.10 (m, 2 H), 2.94 – 2.98 (m, 2 H), 2.99 (d, J=6,83 Hz, 6 H), 3.27 (dd,,1=1.96, 7.08 Hz, 2 H), 4.12 (s, 3 H), 4.55 (di,./ 7.93. 4.09 Hz, 1H), 6.99 – 7.05 (m, 1H), 7.27 – 7.34 (m, 3 H), 8.25 (dd,./ K.54. 3.17 Hz, 1H), 8.46 (d,./ 3.42 Hz, 1H), 9.15 is. 1H), 10.17 (s, 1H); ES1-MS m/z j M 1 .] 530.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-82-0, 5-Fluoro-2-methoxynicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1093879-46-9 , The common heterocyclic compound, 1093879-46-9, name is 2-(6-Bromopyridin-2-yl)acetic acid, molecular formula is C7H6BrNO2, 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 1 : to a solution of 2-(6-bromopyridin-2-yl)acetic acid (266 mg, 1 .23 mmol) in DMF (5 ml.) were added DMAP (150 mg, 1.23 mmol), EDCl.HCl (279 mg, 1 .35 mmol) and [4-methyl- 2-(piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methanamine Ex.2 (350 mg, 1.23 mmol). The reaction mixture was stirred at rt. After completion of the reaction (monitored by TLC), sat. NH4CI was added and the solution was extracted with EtOAc. The organic layer was washed with sat. NH4CI, dried over MgS04, filtered and evaporated to dryness under reduced pressure. The crude material was purified by column chromatography on silica gel using Cyclohexane/EtOAc (70:30) as eluent to afford 2-(6-bromopyridin-2-yl)-N-{[4-methyl-2- (piperidin-1 -yl)phenyl](5-methylfuran-2-yl)methyl}acetamide (470 mg, 79%) as yellow oil. 1H NMR (300 MHz, DMSO-d6, d in ppm): 1.39-1 .59 (m, 6H), 2.17 (s, 3H), 2.26 (s, 3H), 2.52- 2.63 (m, 2H), 2.73-2.87 (m, 2H), 3.66 (s, 2H), 5.91 (d, 1 H, J=3.3Hz), 5.94 (dd, 1 H, J=3.0Hz, J=0.9Hz), 6.49 (d, 1 H, J=8.4Hz), 6.91 (d, 1 H, J=7.9Hz), 6.95 (s, 1 H), 7.20 (d, 1 H, J=7.8Hz), 7.35 (dd, 1 H, J=7.5Hz, J=0.6Hz), 7.49 (dd, 1 H, J=7.9Hz, J=0.7Hz), 7.68 (t, 1 H, J=7.4Hz), 8.86 (d, 1 H, J=8.4Hz).

The synthetic route of 1093879-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 850663-54-6, 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 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 34: 5-isopropoxy-lH-pyrrolo[2,3-c]pyridin-2(3H)-oneStep a: 4-chloro-2-isopropoxy-5-nitropyridine[0558] To a solution of 4-chloro-5-nitropyridin-2-ol (4.0 g, 23.0 mmol) in DMSO (25.0 mL)[0559] was added K2CO3 (6.35 g, 46.0 mmol) and the mixture was stirred at room temperature for 30 min. 2-iodopropane (5.87 g, 34.5 mmol) was added dropwise and the reaction mixture was stirred at 50C for 2 h. The mixture was poured into water and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography to give 0.9 g of the title compound as an oil (18% yield).

According to the analysis of related databases, 850663-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1796-84-5, 4-Ethoxy-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, SDS of cas: 1796-84-5, blongs to pyridine-derivatives compound. SDS of cas: 1796-84-5

Step 7: 3-[(4-(N-3-Nitropyrid-4-yl)aminomethyl)phenylsulfonyl]indole. A solution of 1-phenylsulfonyl-3-[(4-aminomethyl)phenylsulfonyl]indole (2.10 g, 4.79 mmol), prepared in step 6, and 4-ethoxy-3-nitropyridine (0.894 g, 5.31 mmol) in ethanol (20 mL) and triethylamine (1 mL) was heated at reflux for 70 hours. The reaction mixture was cooled to ambient temperature and diluted with ethyl acetate (250 mL). The organic phase was washed twice with H2 O and once with brine. The combined aqueous washings were extracted with ethyl acetate. The combined organic as layers were dried over Na2 SO4, filtered, and concentrated in vacuo. Chromatography on silica gel (ethyl acetate, then 0.2% ethanol/ethyl acetate) followed by recrystallization from ethyl acetate/ether gave 3-[(4-(N-3-nitropyrid-4-yl)aminomethyl)phenylsulfonyl]indole (350 mg, 23% yield). mp 97-102 C.

The synthetic route of 1796-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US5486525; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18677-43-5, Adding some certain compound to certain chemical reactions, such as: 18677-43-5, name is 2,4-Dimethoxypyridine,molecular formula is C7H9NO2, 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 18677-43-5.

[1036] To a solution of compound 2 (28.7 g. 0.2 mol) in DMF (50 mL) was added NBS (35.5 g, 0.2 mol). The mixture was heated at 90 C. for 8 hours. The crude compound 3 was collected by filtration. (22 g, 50% yield).

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. 18677-43-5, 2,4-Dimethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 112006-57-2, 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. 112006-57-2, name is 2-(Benzylthio)-N,N-dimethylnicotinamide. A new synthetic method of this compound is introduced below.

EXAMPLE 2 N,N-Dimethyl-2-aminosulfonyl-3-pyridinecarboxamide A mixture of 4.4 ml of concentrated hydrochloric acid, 66 ml of methylene chloride, 34 ml of water and 4.0 g (14.7 mmol) of the N,N-dimethyl-2-(phenylmethylthio)-3-pyridinecarboxamide was cooled to 0 C. Maintaining a temperature of -5 to 3 C., 60 ml (40.5 mmol) of 5% sodium hypochlorite was added dropwise over 15 minutes. The resulting yellow emulsion was stirred at 0 C. an additional 20 minutes. The reaction mixture was then poured into water and extracted with methylene chloride. The combined organic extracts were kept at 0 C. and washed with a saturated sodium bisulfite solution and dried over sodium sulfate. After 30 minutes, the yellow solution was filtered into a reaction flask and cooled to -78 C. and 5 ml (431 mmol) of dry ammonia added. The reaction mixture was allowed to warm to room temperature and the solvent removed under reduced pressure. The resulting solid was slurried with 5 ml of water and the insoluble white solid collected by filtration to provide 2.0 g of the subject compound, m.p. 198-209 C.(d). NMR (DMSO): delta 2.70 (s, 3H, NCH3); 2.93 (s, 3H, NCH3); 7.60-7.75 (m, 1H); 7.90 (m, 1H); and 8.75 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112006-57-2, 2-(Benzylthio)-N,N-dimethylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4789393; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 944317-27-5, 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. 944317-27-5, name is 6-Bromo-3-chloro-2-methylpyridine. A new synthetic method of this compound is introduced below.

6-Bromo-3-chloro-2-methylpyridine (1.07 g), Pd(dppf)Cl2 DCM (423 mg) and triethylamine (524 mg) were stirred in a mixed solution of methanol (7.5 mL) and DMF (7.5 mL) in the presence of carbon monoxide (3 atm) at 90C for 3 hr. The solvent of the reaction mixture was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (724 mg). MS (ESI+) : [M+H]+185.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944317-27-5, 6-Bromo-3-chloro-2-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem