Category: pyridine-derivatives

Related Products of 887266-57-1, Adding some certain compound to certain chemical reactions, such as: 887266-57-1, name is 3-Fluoro-2-hydrazinylpyridine,molecular formula is C5H6FN3, 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 887266-57-1.

A solution of methyl 2- {3 -(4-chlorophenyl)-5-oxo-4- [(2-3,3 ,3 -trifluoro-2-hydroxypropyl] -4,5-dihydro-1H-1,2,4-triazol-1-yl}ethanimidate (Example 7A, 1.00 g, 2.64 mmol) in tetrahydrofuran(20 ml) was cooled to 0C and treated with methyl chloro(oxo)acetate (270 jil, 2.9 mmol). Theresulting mixture was stirred for 30 mm. 3 -Fluoro-2-hydrazinylpyridine (369 mg, 2.90 mmol) andN,N-diisopropylethylamine (510 jil, 2.9 mmol) were added, the reaction mixture was warmed up toroom temperature and stirred for 1 h, followed by 1 h at 120C in a sealed vial under microwave irradiation. The crude product was purified by preparative HPLC (Method 5). Lyophilisation of the product containing fractions afforded 680 mg (48% of th.) of the title compound.LC-MS (Method 3): R = 1.78 mm; MS (ESIpos): mlz = 542 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 3.808 (16.00), 3.821 (1.05), 3.844 (0.95), 3.857 (1.15),3.881 (1.24), 3.990 (1.20), 3.998 (1.28), 4.027 (0.81), 4.035 (0.78), 5.217 (8.13), 6.907 (2.33),6.923 (2.34), 7.614 (3.78), 7.618 (1.47), 7.630 (1.62), 7.635 (5.20), 7.751 (5.36), 7.756 (1.78),7.768 (1.53), 7.773 (3.96), 7.794 (0.74), 7.806 (1.20), 7.816 (1.57), 7.827 (1.42), 7.837 (0.87), 8.135 (0.90), 8.138 (0.95), 8.156 (1.02), 8.159 (1.71), 8.162 (1.23), 8.180 (0.81), 8.184 (0.82),8.485 (1.74), 8.496 (1.69).

According to the analysis of related databases, 887266-57-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (205 pag.)WO2019/81299; (2019); 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. 1097264-89-5, name is 2-Chloro-5-fluoro-3-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of 2-chloro-5-fluoro-3-(methyloxy)pyridine D47 (0.11 g, 0.70 mmol) in dry toluene (3 ml), sodium t-butoxide (0.094 g, 0.98 mmol), Pd2(dba)3 (0.064 g, 0.07 mmol), BINAP (0.131 g, 0.21 mmol) and benzophenone imine (0.14 ml, 0.84 mmol) were added. The resulting mixture was degassed (3×pump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (80 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (8 ml) and HCl (0.35 ml of a 2 M aqueous solution, 0.70 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (40 ml). The phases were separated and the aqueous one back-extracted with DCM (2×10 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40) to give the title compound D48 (0.071 g, 0.49 mmol, 70% yield from D47, two steps) as a yellow solid. UPLC: rt=0.28 min, peak observed: 143 (M+1). C6H7FN2O requires 142.

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, 1097264-89-5, 2-Chloro-5-fluoro-3-methoxypyridine.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1156542-25-4, 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. 1156542-25-4, name is 6-Chloro-4-(trifluoromethyl)picolinonitrile. A new synthetic method of this compound is introduced below.

A 2 dram vial containing (S)-N-((1R,2R,4S)-7-cyano-7-azabicyclo[2.2.1]heptan-2-yl)pyrrolidme- 3 -carboxamide hydrochloride (0 2 mmol) was added 6-chloro-4-(trifluoromethyl)picolitionitrile (62.0 mg, 0 300 mmoi), acetonitrile (667 m) and DIPEA (140 m, 0.800 mmol). The suspension was stirred at 60 C for 2h when LC-MS showed good conversion (80%). The reaction was purified via RP- HPLC with 0.1% NH40H in ACN and water as mobile phase to afford (S)-l-(6-cyano-4- (trifluoromethyl)pytidin-2-yl)-N-((lR,2R 4S)-7-cyano-7-azabicyclo[2.2.1]heptan-2-yl)pyirolidine-3- carboxamide in 41% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1156542-25-4, 6-Chloro-4-(trifluoromethyl)picolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CARMOT THERAPEUTICS, INC.; BUTLER, John R.; ERLANSON, Daniel; GRACEFFA, Russell; IWIG, Jeffrey; JEONG, Joon Won; WHITE, Ryan D.; WU, Yongwei; YI, Shuyan; BANERJEE, Abhisek; MCFARLAND, Jesse M.; ZHENG, Xiao Mei; (307 pag.)WO2020/36940; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 603311-76-8, 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 603311-76-8 as follows.

Add 0. 5M diisobutylaluminum hydride in toluene (4.6 mL, 2.29 mmol) to a solution of (6-bromo-imidazo [1, 2-a] pyridin-3-yl) -acetic acid ethyl ester (0.65 g, 2.29 mmol) and morpholine (5 mL) in THF (40 mL) AT-78 C. Gently warm the reaction to room temperature and dilute carefully with methanol. Filter and concentrate the filtrate. Flash chromatography gives the subtitled compound (0.24 g, 32percent) as a white solid. MS ES+m/e 324.0, 326.0 (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,603311-76-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 27652-89-7, (4-Chlorophenyl)(pyridin-2-yl)methanol, 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, 27652-89-7, blongs to pyridine-derivatives compound. category: pyridine-derivatives

The compounds of the present invention were synthesized according to the procedure, which is illustrated schematically in FIG. 1 for three MPH alkyl analogs. Referring to FIG. 1, para-bromochlorobenzene 1 was converted into a Grignard reagent with Mg/THF which was then reacted with the pyridine-2-carboxaldehyde 2 to produce the alcohol 3. The alcohol 3 was oxidized with pyridinium chlorochromate in CH2Cl2 to produce the ketone 4. The ketone 4 was then reacted with a Grignard reagent that contains the required R group to produce the alcohol 5. After dehydration with refluxing HCl, the resulting Z and E olefin mixture 6 was hydrogenated with 10% Pt/C in HOAc containing 3% CF3COOH to produce the final compounds 7 with a ratio of about 40:60 of the R,R/S,S and R,S/S,R racemates for the ethyl compound. The racemates were separated by column chromatography and their relative configurations were determined by x-ray crystallography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27652-89-7, its application will become more common.

Reference:
Patent; Froimowitz, Mark; Kelley, Charles J.; US2006/100243; (2006); A1;,
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. 34206-49-0, name is 5-Bromopyridine-2,3-diol, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4BrNO2

To a suspension of 5-Bromo-pyridine-2,3-diol (10.0 g, 52.63 mmol, commercially available, CAS 34206-49-0) in DMF (150 mL) was added K2CO3 (21.78 g, 158 mmol) and 1,2-dibromo ethane (11.87 g, 63.2 mmol). The reaction mixture was heated to 100 C. for 5 h. The reaction mixture was cooled to rt and poured into ice cold water EtOAc was added and the phases were separated and the aq layer was extracted with more ethyl acetate. The combined organic layers was dried over anhydrous Na2SO4 and concentrated under vacuo to get the crude compound. The crude compound was purified by silica gel chromatography (eluent 10% ethyl acetate in petrol ether). Yield of 6-Bromo-[1,3]dioxolo[4,5-b]pyridine 2.2 g (18%) pure by 1H NMR (400 MHz, DMSO) delta 7.85 (d, 1H, J=2 Hz), 7.59 (d, 1H, J=2 Hz), 4.41 (m, 2H), 4.27 (m, 2H).

The synthetic route of 34206-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Eskildsen, J°rgen; Sams, Anette Graven; Pueschl, Ask; US2013/12530; (2013); A1;,
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. 1532517-95-5, name is 5-Bromo-3-fluoro-2-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-fluoro-2-nitropyridine

A mixture of 5-bromo-3-fluoro-2-nitropyridine (D-2) (1.63 g, 7.38 mmol), t-BuNH2 (1.08 g, 14.8 mmol) and TEA (1.49 g, 14.8 mmol) in THF (30 mL) was stirred at 45C overnight. Water and EA were added. The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluting with PE/EtOAc (30:1) to give title compound 5-bromo-N-tert-butyl-2-nitropyridin-3-amine (D-3). MS-ESI (m/z): 274 [M+].

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

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO., LTD.; CHONGQING FOCHON PHARMACEUTICAL CO., LTD.; ZHAO, Xingdong; LI, Tongshuang; ZHOU, Zuwen; WANG, Xianlong; CHEN, Ling; RONG, Yue; LIU, Qihong; CHEN, Zhifang; ZHANG, Huajie; TAN, Rui; TAN, Haohan; LI, Zhifu; ZHANG, Weipeng; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; (102 pag.)WO2017/133701; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76041-79-7, 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. 76041-79-7, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-ol, molecular formula is C6H3BrF3NO, 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.

Step 2: 5-Bromo-1-neopentyl-3-(trifluoromethyl)pyridin-2(1 – )-one (P45)To a solution of compound P45a (10.0 g, 41.3 mmol) in DMF (130 mL) was added portionwise NaH (4.1 g, 103 mmol) at 0C. After stirring for 40 min, 1-bromo-2,2-dimethyl-propane (18.7 g, 124 mmol) was added and the solution was stirred at 100C overnight, diluted with water and extracted with EA twice. The combined organic layers were washed with water and brine consecutively (3 x), dried over Na2S04, filtered, concentrated and purified by CC (PE/EA = 5/1) to give compound P45 (1.4 g, 11%) as a yellow solid.

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 76041-79-7, 5-Bromo-3-(trifluoromethyl)pyridin-2-ol.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19235-89-3, Adding some certain compound to certain chemical reactions, such as: 19235-89-3, name is 4-Chloropyridine-2-carbonitrile,molecular formula is C6H3ClN2, 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 19235-89-3.

A solution of 4-chloropicolinonitrile (5.5 g, 39.7 mmol) in saturated HCI/EtOH solution (80 mL) was stirred at 80 C for 2 days. The solvent was removed under reduced pressure, saturated aqueous NaHCO.3 (200 mL) was added and the aqueous layer extracted with DCM (3 x 200 mL). The pooled organic extracts were dried (Na2S04) and concentrated to give the title compound as a white solid (2.6 g, 34%). 1H NMR (400 MHz, CDCb) delta 8.52 (d, J = 5.6 Hz, 1 H), 7.63 (d, J = 2.4 Hz, 1 H), 6.93-6.91 (m, 1 H), 4.80-4.43 (m, 2H), 4.16-4.1 1 (m, 2H), 1.46-1 .41 (m, 6H). LCMS-C: RT 1 .35 min; m/z 196.1 [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. 19235-89-3, 4-Chloropyridine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 851484-95-2, 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 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of hydroxylamine hydrochloride (0.410 g, 5.902 mmol) in H20 (7.5 mL) was added a solution of 2-chloro-5-fluoronicotinaldehyde (0.856 g, 5.365 mmol) in EtOH (10 mL) in one portion. White solid came out. After stirring at room temperature for 1 h, water (10 mL) was added. The white solid was filtered off to give the intermediate (0.92 g).To a suspension of the solid obtained above in CH2C12 (15 mL) under nitrogen was added carbonyl diimidazole (1.044 g, 6.438 mmol) and the suspension became a clear solution. The mixture was heated at reflux for 1 h and concentrated. The residue was purified by silica gel chromatography (15percent hexanes/EtOAc) to give the title compound (0.752 g, 4.804 mmol, 89.5percent yield) as white solid. ‘H NMR (CDC13 , 400 MHz) ? ppm 7.75 (dd, / = 6.8 and 3.0 Hz, IH), 8.49 (d, 7 = 3.0 Hz, IH).

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem