Tag: M.W=300-400

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.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.Safety of 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

[00203] To a 1 liter reactor was fed 40 g of 4-methyl-3-(4-(pyridine-3-yl)pyrimidin- 2-ylamino)benzoic acid (0.13 mol), 200 ml of N-methyl pyrrolidone (NMP) (5V) and 13 ml of thionyl chloride (0.18 mol). The reactor was heated to 60C and maintained at 60C for 1.5 hr. After 1.5 hr of heating, 31.5 g of 3-(trifluoromethyl)-5-(4-methyl-lH-imidazol- 1 -yl)benzenamine (0.13 mol) was fed into the reactor. The reactor was then heated to 90C, and maintained for 30 minutes at this temperature. Then 200 ml (5 V) of water was added. The resulting mixture was maintained for 2 hours at 90C. Then, an additional 240 ml (6V) of N-methyl pyrrolidone was added, followed by 26.5 ml of sodium hydroxide (47% aqueous) to raise the pH to 6.5-7. The reactor was then cooled to 40C and maintained for 3 hours. The mixture was then filtered and the filter cake was washed with ethanol and water. The washed material was then dried in a vacuum tray oven overnight to provide dry Nilotinib base (62.1 g, Yield 90%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,641569-94-0, 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; PIRAN, Maytal; RENDELL, Jacob; WO2011/163222; (2011); 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 955369-56-9, name is 2-Allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Allyl-1-(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidin-3(2H)-one

Pd(OH)2/C (100.00 mg, 131.66 mumol, 20% purity) was added into the compound 24-A (100.00 mg, 279.78 mumol) in ethanol (8.00 mL) solution. The reaction mixture was stirred under hydrogen (15 Psi) at 25C for 12 hours. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure to remove the solvent so as to give the compound 24-B. MS m/z: 360.2 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 955369-56-9.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (2019); A1;,
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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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide. A new synthetic method of this compound is introduced below., Computed Properties of C7H4F6N2O4S2

EXAMPLE 2This example illustrates a preparation of abiraterone acetate (I) on an industrial scale starting from prasterone acetate (Ill) according to the invention.51 kg of potassium tert-butylate in THF (760 kg) and prasterone acetate (100 kg) are stirred at a temperature below -70 C. Then N-(2-pyridyl)-bis(trifluoromethanesulfonimide) (1 33 kg) is added maintaining the stirring for 2 hours at a temperature between -70 and -80 C.The cold solution is poured onto a biphasic solution consisting of isopropyl acetate(360 kg) and a 10% ammonium chloride aqueous solution.The phases are separated and the organic phase is first washed with an aqueoussolution of ammonium chloride, then with 450 kg 10% sodium acetate aqueoussolution, and eventually with an aqueous solution of sodium chloride.A part of the solvent is distilled off at reduced pressure obtaining the precipitation of a solid which is eliminated by filtration. The residual solution is then distilled until obtaining an oil which is crystallized from the mixture methanol/triethylamine. The sample obtained after drying (112 kg) verified in HPLC (A = 220 nm) against anauthentic sample is intermediate (II) with 98.14% titer.112 kg of intermediate (II) is dissolved in THF (1079 kg), then bis(triphenylphosphinepalladium(l l)dichloride Pd(P Ph3)2C12 (3.2 kg), diethyl(pyridyl)borane (129.3 kg) and an aqueous solution of sodium carbonate are added under stirring at 20-25 00.Reflux is kept for 1 hour (TLC check), further 400 g of bis(triphenylphosphinepalladium(l l)dichloride Pd(PPh3)2C12 is added, obtaining complete transformation (TLC check) after further 30 minutes of reaction. Cooling down to 20-25 C is performed, the phases are separated by washing the organic phase with an aqueous solution of sodium chloride.The organic phase is then distilled until obtaining a dark oil which is then solubilized with methanol, recovering by fractional crystallization the excess diethyl(pyridyl)borane.Methanol is eliminated by distillation, the residue is dissolved in isopropyl acetate, then the solution is filtered after treatment with decolorising carbon and silica gel.The solution, adjusted at T = 20 ± 5 00 is then treated with oxalic acid dihydrate (60 kg).Stirring is performed at T = 20 ± 5 00 for 8 hours and then the solid is filtered and washed with isopropyl acetate.The abiraterone acetate oxalate obtained is stirred at a temperature between 0 and 500 with methylene chloride (880 kg) and an aqueous solution of sodium bicarbonate.The phases are separated and the organic phase is distilled.The solid obtained is dissolved in isopropyl acetate, then treated with Quadrasil(registered trademark of Johnson Matthey Finland Oy) for 6 hours, for the removal of the catalyst; the Quadrasil scavengers, sold by Sigma-Aldrich, consist of porous silica beads having defined pore size, wherein the silica surface is functionalised with metal binders, and allow a quick and effective removal of traces of metals fromaqueous or organic solutions.After filtration, a part of the solvent is distilled off, cooling down to 0 ± 5 00 is performed obtaining the crystallisation of the product.The abiraterone acetate obtained after drying (65 kg) meets the specifications reported in the corresponding chapter of the European Pharmacopoeia.

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, 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.

Reference:
Patent; INDUSTRIALE CHIMICA S.R.L.; LENNA, Roberto; DI BRISCO, Riccardo; WO2015/14686; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate, 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, HPLC of Formula: C14H20N4O4, blongs to pyridine-derivatives compound. HPLC of Formula: C14H20N4O4

EXAMPLE 103C ierf-butyl 4-(6-aminopyridin-3-yl)piperazine-l -carboxy late To a suspension of EXAMPLE 103B (4.5 g, 14.6 mmol) in methanol (100 mL) was added Raney -Nickel (450 mg) and the mixture was stirred at ambient temperature under hydrogen for 4 hours. The catalyst was filtered off and the filtrate was concentrated to give the title compound, which was used in the next step without further purification.

The synthetic route of 571189-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 145100-50-1, 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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, molecular formula is C7H4F6N2O4S2, 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.

At -78C, a solution of tert-butyl 4-oxo-3 ,4-dihydro-2//-spiro[naphthalene- 1 ,4′- piperidine]-l’-carboxylate (Al) (2.66g, 8.44 mmol) in THF (30 ml) was added dropwise to a solution of lithium bis(trimethylsilyl) amide (1.0M in hexane, 10.5 ml, 10.5 mmol) in THF (20 ml). After 30 min at -78C, 2-(N,N-bis(trifluoromethylsulfonyl)amino)-pyridine (3.77g, 10.5 mmol) was added and the reaction mixture was slowly warmed to 00C (ca. 2h), poured into ice, extracted with ether, and purified by flash chromatography on silica gel(hexane/dichloromethane 8:2) to give tert-butyl 4-(trifluoromethylsulfonyloxy)-2H- spiro[naphthalene-l,4′-piperidine]-l’-carboxylate (A2). LC-MS: m/e = 391.9 (M + H – C(CH3)3). Rt= 4.19 min. 1H-NMR (500MHz, DMSO-d6): 7.50 (d, IH)3 7.40 (t, IH), 7.30 (t, IH), 6.16 (t, IH), 3.83 (br.d, 2H), 3.05 (br. s, 2H), 2.67 (d, 2H), 1.72 – 1.67 (m, 4H), 1.41 (s, 9H). [00147] A mixture of the triflate (A2) (447 mg, lmmol), sodium cyanide (lOOmg, 2 mmol), copper (I) iodide (19 mg, 0.1 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) in acetonitrile (10 ml) was degassed and heated under reflux under nitrogen for 4h. After concentration, the residue was directly purified by flash chromatography (hexane/EtOAc 8:2) to give tert-butyl 4-cyano-2H-spiro[naphthalene-l,4′-piperidine]-r-carboxylate (A3) (300 mg). LC-MS: m/e = 269.0 (M + H – C(CH3)3. 3.75 min. 1H-NMR (500MHz5 DMSOd6): 7.49 (d, 1 H), 7.42 – 7.36 (m, 3H), 7.09 (t, IH), 3.81 (br. d, 2 H), 3.03 (br. s, 2H), 2.67 (d, 2H), 1.70 (td, 2H), 1.62 (d, 2H), 1.41 (s, 9H),[00148] A solution of the m’trile (A3) (300 mg) in dichloromethane (3 ml) was treated with TFA (1 ml) for 1 hour, concentrated, co-evaporated with acetonitrile and dissolved in dichloromethane (ca. 100ml). The resulting solution was washed with a mixture of brine (ca. 20 ml) and 6N NaOH (2 ml), dried over Na2SO4, and concentrated to give 2H-spiro[naphthalene- l,4′-piperidine]-4-carbonitrile (A4) as a white solid. LC-MS: m/e = 225.2 (M + H). R,= 1.53 min.

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 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/5295; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1061357-89-8, 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 1061357-89-8 as follows.

A mixture of 2-bromo-5-fluoro-4-iodopyridine (6.8 g, 22.5 mmol), ethylene glycol (Sigma-Aldrich, St. Louis, MO, USA) (6.0 mL, 108.0 mmol), and potassium t-butoxide (Sigma-Aldrich, St. Louis, MO, USA ) (2.5 g, 22.7 mmol) in N-methylpyrrolidinone (10 mL) and THF (20 mL) was heated in a 60 oC bath. After 40 min, the mixture was removed from the oil bath and allowed to stir at RT for 14 h. The mixture was concentrated under reduced pressure. Additional potassium t-butoxide (0.5 g) and ethylene glycol (1.0 mL) were added and the reaction heated in an 80 oC bath for another 3 h then cooled to RT. ethyl acetate (200 mL) and water (150 mL) were added and the phases mixed and separated. The organic phase was washed with brine (75 mL) then evaporated to dryness under reduced pressure. Purification of the residue using silica gel chromatography (0 – 50% ethyl acetate in DCM) gave 2-((6-bromo-4-iodopyridin-3-yl)oxy)ethanol (3.1 g, 9.0 mmol, 40% yield). MS (ESI +ve ion) m/z: [M+1] = 343.8 / 345.8. 1H NMR (400 MHz, chloroFORM-d) _ 7.89 (s, 1H), 7.88 (s, 1H), 4.22 (td, J = 4.55, 6.36 Hz, 2H), 3.99-4.07 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1061357-89-8, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Ning; FROHN, Michael J.; FU, Zice; LIU, Longbin; LIU, Qingyian; PETTUS, Liping H.; QIAN, Wenyuan; REEVES, Corey; SIEGMUND, Aaron C.; (362 pag.)WO2018/112094; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 874302-76-8, 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, 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, Quality Control of 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate, blongs to pyridine-derivatives compound. Quality Control of 4-nitrophenyl 2-(pyridin-2-yldisulfanyl)ethyl carbonate

To a solution of cabazitaxel (2.00 g, 2.40 mmol) and 2-(2- pyridinyldithio)ethanol p-nitrophenyl carbonate (915 mg, 2.60 mmol) in dichloromethane (48 mL) was added DMAP (439 mg, 3.60 mmol). The solution was stirred at room temperature overnight, then washed with 0.1N HCl (3 x 20 mL), brine (50 mL), and dried with sodium sulfate. The solvent was removed in vacuo, the the remaining residue purified by silica gel chromatography (2:1 petroleum ether:ethyl acetate) to give 4? (2.50 g, 2.38 mmol, 99% yield). LCMS m/z: 1049 (M + 1).

The synthetic route of 874302-76-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARVEDA THERAPEUTICS, INC.; BILODEAU, Mark T.; SIMCOX, Mary; WHITE, Brian H.; KADIYALA, Sudhakar; WOOSTER, Richard; (178 pag.)WO2017/180834; (2017); 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. 152460-09-8, name is N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine. A new synthetic method of this compound is introduced below., Quality Control of N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine

170 L of Cone. Hydrochloric acid is charged into the reactor. 70 Kg of stannous chloride dihydrate is charged. Stirred for 10 minutes. Cooled the reaction mass to 0-5C. Added compound of the formula (VI) slowly during 3-4 hours at 0-5 C. reaction mass is brought to 25-35C. Maintained 1 V2 hour at 25-35C. Charged 500 Its of DM water to the reaction mass and charged slowly 400 L of 50% sodium hydroxide solution at 25-3 5C. Reaction mass is extracted with 2 x 250 L chloroform. The chloroform layer is water wash thoroughly and carbon treatment is given . Distilled off chloroform completely under vacuum and charged 20 L ethyl acetate. Cooled to 0-10C. Maintained 1 hour at 0-10C. Centrifuged and washed with 10 L ethyl acetate to provide N-(5-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrimidineamine of the formula [VII]Yield: 10 Kg (61.5%)MR: 141-144C.PuritybyHPLC:99.8%.Step -3:The preparation of N-(5-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrimidineamine (VII)20 L of Cone. Hydrochloric acid is charged into the reactor. 7 Kg of stannous chloridedihydrate is charged. Stirred for 10 minutes. Cooled the reaction mass to 0-5C. Addedcompound of the formula (VI) slowly during 2-3 hours at 0-5C. reaction mass is broughtto 25-35C. Maintained 3 hours at 25-35C. Charged 500 Its of DM water to thereaction mass and charged slowly 40 L of 50% sodium hydroxide solution at 25-35C.Reaction mass is extracted with 2 x 35 L chloroform. The chloroform layer is waterwash thoroughly and carbon treatment is given . Distilled off chloroform completelyunder vacuum and charged 2 L ethyl acetate. Cooled to 0-10C. Maintained 1 hour at 0-10C. Centrifuged and washed with 1 L ethyl acetate to provide N-(5-amino-2-methylphenyi)-4-(3-pyridyl)-2-pyrimidineamine of the formula [VII]Yield: 0.98Kg(60%)MR: 140-143C.Purity by HPLC: 99.8%.Step -3: The preparation of N-(5-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrimidineamine of theformula [VH] 17 L of Cone. Hydrochloric acid is charged into the reactor. 7 Kg of stannous chloride dihydrate is charged. Stirred for 10 minutes. Cooled the reaction mass to 0-5C. Added compound of the formula (VI) slowly during 2-3 hours at 0-5C. reaction mass is brought to 25-35C. Maintained 3 hours at 25-35C. Charged 500 Its of DM water to the reaction mass and charged slowly 40 L of 50% sodium hydroxide solution at 25-35C. Reaction mass is extracted with 2 x 50 L chloroform. The chloroform layer is waterwash thoroughly and carbon treatment is given . Distilled off chloroform completelyunder vacuum and charged 2 L ethyl acetate. Cooled to 0-10C. Maintainedl hour at 0-10C. Centrifuged and washed with 1 L ethyl acetate to provide N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine of the formula [VII]Yield : 0.97 Kg (60%)MR: 140-143C.Purity by HPLC: 99.7%. Step -3 ;The preparation of N-(5-amino-2-methyl phenyl)-4-(3-pyridyl)-2-pyrimidineamine of theformula [VII]19 L of Cone. Hydrochloric acid is charged into the reactor. 7 Kg of stannous chloridedihydrate is charged. Stirred for 10 minutes. Cooled the reaction mass to 0-5C. Addedcompound of the formula (VI) slowly during 2-3 hours at 0-5C. reaction mass is broughtto 25-35C. Maintained 2 1A hour at 25-35C. Charged 500 Its of DM water to thereaction mass and charged slowly 40 L of 50% sodium hydroxide solution at 25-35C.Reaction mass is extracted with 2 x 50 L chloroform. The chloroform layer is waterwash thoroughly and carbon treatment is given . Distilled off chloroform completelyunder vacuum and charged 2 L ethyl acetate. Cooled to 0-10C. Maintained 1 hour at 0-10C. Centrifuged and washed with 1 L ethyl acetate to provide N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidineamine of the formula [VII]Yield: 1.05 Kg (64.5%)MR: 142-144C.Purity by HPLC: 99.85%.

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, 152460-09-8, N-(2-Methyl-5-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine.

Reference:
Patent; NATCO PHARMA LIMITED; KOMPELLA, Amala; BHUJANGA RAO, Adibhatla, Kali, Sathya; VENKAIAH CHOWDARY, Nannapaneni; WO2004/108699; (2004); 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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, the common compound, a new synthetic route is introduced below. Recommanded Product: 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide

EXAMPLE 14B 1-tert-butyl-3-methyl 4-{[(trifluoromethyl)sulfonyl]oxy}-5,6-dihydropyridine-1,3(2H)-dicarboxylate A solution of Example 14A (958 mg, 3.73 mmol) in dichloromethane (10 mL) at 0 C. was treated with diisopropylethylamine (2 mL) and 2-[N,N-bis(trifluoromethylsulfonyl)amino]pyridine (2.67 g, 7.46 mmol), warmed to room tempeature overnight, treated with additional diisopropylethylamine (2 mL) and 2-[N,N-bis(trifluoromethylsulfonyl)amino]pyridine (2.67 g, 7.46 mmol), stirred for 5 days, and partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5 to 10% ethyl acetate/hexanes to provide the desired product (1.02 g, 70%). MS (DCI/NH3) m/e 407 (M+NH4)+; 1H NMR (300 MHz, CDCl3) delta4.27 (m, 2H), 3.84 (s, 3H), 3.63 (t, J=5.8 Hz, 2H), 2.52 (m, 2H), 1.48 (s, 9H).

The synthetic route of 145100-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gwaltney II, Stephen L.; Nelson, Lissa T.J.; O’Connor, Stephen J.; Sham, Hing L.; Sullivan, Gerard M.; Wang, Weibo; US2003/216441; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 189089-90-5, 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. 189089-90-5, name is 1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid, molecular formula is C14H10N2O4S, 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: A mixture of substituted pyridine N-oxide 1 (1 eq),heteroaryl carboxylic acid 2 (2 eq), Pd(OAc)2 (10 mol %), pyridine (3 eq) and Ag2O (2.5 eq) in DMF: CH3CN (1:2, 6 mL) was stirredat 110 C for 12 h. The reaction mixture was filtered through celite pad, washed with ethyl acetate. The organic layer was washed withwater and brine, dried over sodium sulfate, and concentrated in vacuum. Crude product was purified by either CombiFlash Rf orGrace Instrument using Teledyne Isco RediSep Rf columns (Normal-phase-12 g) 2-4% methanol in dichloromethane mixture as thesolvent to get 3.

According to the analysis of related databases, 189089-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Suresh, Rajendran; Muthusubramanian, Shanmugam; Senthilkumaran, Rajendran; Synlett; vol. 25; 14; (2014); p. 2064 – 2066;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem