Category: pyridine-derivatives

Application of 20885-12-5, 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 20885-12-5, name is 2-Chloro-6-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of diisopropylamine (5.26 mL) in THF (70 mL) was added at -78C nBuLi 1.6M in hexanes (21.6 mL). The mixture was stirred at 0C for 45 min. 2-Chloro-6-fluoropyridine (3.5g) in THF (36 mL) was added dropwise at -78C over 1 h under nitrogen to the previous mixture and the reaction mixture was stirred at -78C for 1.5h. DMF (4.12 mL) was added dropwise over 1 h and the reaction mixture was stirred an additional 1 .5h. HCI 2M in diethylether (45 mL) was added slowly at -78C, water (30 mL) was added and the layers were separated. The aq. phase was extracted with EA and the combined org. layers were washed with sat. aq. NaCI, dried over Na2S04, filtrated off and evaporated in vacuo. The crude (4.4g of an orange solid) was used without purification in the next step. GC-MS (A): tR = 1 .55 min; [M+H]+: 159.80.

According to the analysis of related databases, 20885-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GRISOSTOMI, Corinna; NAYLER, Oliver; REMEN, Lubos; VERCAUTEREN, Magali; WELFORD, Richard; WO2015/75023; (2015); 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. 33252-64-1, name is 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one

To a solution of phosphoryl chloride (2.0 mL, 21.2 mmol) and quinoline (1.30 mL, 10.8 mmol) was added solid powder 3-nitro-5-(trifluoromethyl)pyridin-2-ol (4.00 g, 18.3 mmol) (95% purity). The resulting dark brown thick suspension was heated to reflux for 4 h and gradually turned into a very cloudy dark brown solution. After cooling to 100 C., water (11 mL) was slowly added to the mixture which was further cooled to room temperature and neutralized carefully with Na2CO3. The resulting solution was extracted with EtOAc three times. The extracts were combined, dried over MgSO4, filtered, and evaporated in vacuo. The residue was purified by flash chromatography on silica gel (EtOAc/hexanes 30:70) to afford 2.28 g of desired product.

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, 33252-64-1, 3-Nitro-5-(trifluoromethyl)pyridin-2(1H)-one.

Reference:
Patent; Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W.; US2006/4018; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 70201-42-2, Adding some certain compound to certain chemical reactions, such as: 70201-42-2, name is 3,5-Dibromoisonicotinaldehyde,molecular formula is C6H3Br2NO, 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 70201-42-2.

Compound 1-1 (50.0 g, 188.7 mmol) and compound 1-2 (31.0 g, 190.7 mmol) are combined in a flask and treated with NMP (250 mL) and the resulting mixture is stirred for 2 hours. 50% aqueous KOH solution (27.4 g, 415.2 mmol KOH in 27.4 mL water) is then added and the resulting mixture is heated at 80 C for 60 minutes. Water is then added at 80C and the resulting mixture is cooled to ambient temperature over 4-16 hours. The resulting solid is collected by filtration, washed with water and dried to afford compound 1-3 as a solid (51.5 g).

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. 70201-42-2, 3,5-Dibromoisonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HUBER, John David; WO2011/137109; (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 131747-42-7, name is 6-(Trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-(Trifluoromethyl)picolinic acid

6-Trifluoromethylpyridine-2-carboxylic acid (25 g, 130.8 mmol) was dissolved in 300 mL of methanol, and thionyl chloride (23.3 g, 196.2 mmol) was added dropwise. After addition, the mixture was refluxed for reaction for 12 h. The resultant solution was concentrated untill dry, and saturated sodium hydrogen carbonate solution was added to adjust the pH, and then the resultant was extracted with ethyl acetate, dried over anhydrous sodium sulfate to give the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 131747-42-7.

Reference:
Patent; Nanjing Sanhome Pharmaceutical Co., Ltd.; WANG, Yong; ZHAO, Liwen; LIU, Xiaorong; ZHANG, Yan; HUANG, Dandan; JIANG, Chunhuan; SHI, Xinsheng; GU, Hongfeng; PANG, Silin; HAI, Wei; GE, Bingyang; (71 pag.)EP3489230; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1005291-43-9, name is 2-Bromo-5-fluoroisonicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-5-fluoroisonicotinaldehyde

To a 100 mL round-bottomed flask was added 2-bromo-5- fluoroisonicotinaldehyde (605 mg, 2.97 mmol) in CH2CI2 (12 mL) to give a tan solution. After cooling to -20 C, DAST (0.705 mL, 5.34 mmol) was added dropwise under nitrogen. The mixture was gradually warmed up to rt. The mixture was stirred at rt for 3 h. TLC (3/1 hexane/EtOAc) showed complete conversion to a less polar spot. The reaction was slowly quenched by saturated NaHC03 solution and diluted with ether. The layers were separated. The organic layer was washed with water, brine, dried and concentrated to afford 2-bromo-4-(difluoromethyl)-5-fluoropyridine (639 mg, 95%) as a tan oil: NMR (400 MHz, Chloroform-i ) delta 8.39 (q, J = 1.2 Hz, 1H), 7.77 – 7.68 (m, 1H), 6.86 (t, J = 54.0 Hz, 1H); 19F NMR (376 MHz, Chloroform-d) delta -117.92 , -135.51.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005291-43-9, 2-Bromo-5-fluoroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 106850-34-4, Imidazo[1,2-a]pyridine-6-carbonitrile, 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, 106850-34-4, blongs to pyridine-derivatives compound. Safety of Imidazo[1,2-a]pyridine-6-carbonitrile

EXAMPLE 93 7beta-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2(Z)-ethoxyiminoacetamido]-3-[(6-cyanoimidazo[1,2-a]pyridinium-1-yl)methyl]-3-cephem-4-carboxylate STR150 The compound obtained in Reference Example 28 is reacted with 6-cyanoimidazo[1,2-a]pyridine in the procedure of Example 42 to give the above-identified compound. Elemental analysis for C22 H19 N9 O5 S2.4H2 O: Calcd. (%): C, 42.24; H, 4.35; N, 20.15. Found (%): C, 42.12; H, 3.90; N, 19.97. IR spectrum numaxKBr cm-1: 2250, 1760, 1620, 1525. NMR spectrum (d6 -DMSO)delta: 1.19(3H, t, J=7 Hz), 2.98 and 3.44 (2H, ABq, J=18 Hz), 4.12 (2H, q, J=7 Hz), 5.00 (1H, d, J=5 Hz), 5.1-5.6 (2H, m), 5.66 (1H, d. d, J=5 Hz & 8 Hz), 8.10 (2H, br. s), 8.2-9.0 (4H, m), 9.42 (1H, d, J=8 Hz), 9.76 (1H, br. s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,106850-34-4, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4788185; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100523-96-4, 2-Bromo-4-iodopyridine, 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

7H-pyrrolo[2,3-d]pyrimidin-2-amine (160 mg, 1.19 mmol), 2-bromo-4-iodopyridine (676 mg, 2.39 mmol),potassium carbonate (493 mg, 3.57 mmol) and proline(28 mg, 0.24 mmol) was added to an eggplantflask, dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (23 mg, 0.12mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained 253 mg.

The synthetic route of 100523-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-79-0, 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 69045-79-0 as follows.

2-Chloro-5-iodopyridine (0.20 g, 0.83 mmol) was stirredfor 5h at 120C in pyridine with hydrazine hydrate (0.25mL,4.17 mmol). The solvent was removed under reduced pressureand the residue dissolved in AcOEt and extracted withwater. The organic layer was dried over Na2SO4 and concentratedto dryness to give 9a (0.19 g, 90%). IR (ATR, cm-1)3248; 3158; 2983; 1586; 1506; 1476; 1075; 805. 1H NMR(CDCl3) 8.26 (s, 1H); 7.67 (d, 1H, J= 9 Hz); 6.59 (d, 1H,J= 9 Hz). 13C NMR (CDCl3) 160.3; 153.5; 145.2; 109.3;78.5. MS (ESI+) [M+H]: 236.20. HRMS (ESI+) [M+H]+:235.9691 observed, 235.9685 calculated for C5H7IN3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-79-0, its application will become more common.

Reference:
Article; Joyard, Yoann; Bischoff, Laurent; Levacher, Vincent; Papamicael, Cyril; Vera, Pierre; Bohn, Pierre; Letters in Organic Chemistry; vol. 11; 3; (2014); p. 208 – 214;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17874-79-2, Adding some certain compound to certain chemical reactions, such as: 17874-79-2, name is 5-(Methoxycarbonyl)picolinic acid,molecular formula is C8H7NO4, 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 17874-79-2.

[00455] To a solution of 5-methoxycarbonylpyridine-2-carboxylic acid (0.5 g, 2.76 mmol) in DCM (10 mL) was added (COCl2)2 (1.7 g, 13.8 mmol) and a drop of DMF at 0C, the resulting mixture was stirred at room temperature (approximately 25 C) for 1 hour, at which point TLC showed the reaction was over. The reaction mixture was concentrated to give methyl 6-chlorocarbonylpyridine-3-carboxylate. To a solution of EtMgBr (2.76 mL, 1 M in THF, 2.76 mmol) was added a solution of indol (315 mg, 2.7 mmol) in ether (anhydrous, 10 mL). The resulting two-phase system was allowed to stand for 15 min under stirring whereupon ZnCl2 (370 mg, 2.7 mmol) was added with stirring. The two-phase system was allowed to stand for 30 min when compound methyl 6- chlorocarbonylpyridine-3-carboxylate (560 mg, 2.76 mmol) in anhydrous ether (5 ml) was added. The reaction mixture was stirred at room temperature (approximately 25 C) for 2 hours, whereupon NFLC1 (15 ml) was added. The reaction mixture was diluted with water, extracted with DCM, dried over Na2S04, concentrated and purified by SGC (PE: EA=l5:l) to give the title compound, yield 24%, as a yellow syrup. 1H NMR (300 MHz, DMSO-de) 4.03 (s, 3H), 6.66 (d, J = 4.0 Hz, 1H), 7.31-7.42 (m, 2H), 7.60 (d, / = 7.6 Hz, 1H), 7.92 (d, / = 3.6 Hz, 1H), 8.16 (d, J = 8.0 Hz, 1H), 8.52-8.54 (m, 2H), 9.32 (s, 1H), MS (ESI+): m/z calc for[CieH NiOs] 280.08, Found: 281.6[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. 17874-79-2, 5-(Methoxycarbonyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BETH ISRAEL DEACONESS MEDICAL CENTER, INC.; CHAIKOF, Elliot; SUN, Lijun; (224 pag.)WO2019/195682; (2019); 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. 607373-83-1, name is 2-Chloro-4-methoxy-5-nitropyridine, molecular formula is C6H5ClN2O3, 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. Recommanded Product: 607373-83-1

To a solution of 2-chloro-4-methoxy-5-nitro-pyridine (26 mmol) in dry THF (50 mL) at room temperature was added methyl amine (25 mL) (2M in THF). The mixture was allowed to stir for a further 2 h at room temperature. After completion of reaction as seen by TLC and LCMS, solvent was evaporated under reduced pressure to give 5 g of desired Intermediate 1. [00260] ‘H-NMR (400 MHz, DMSO-i: delta 2.95 (d, 3H), 7.01 (s, 1H), 8.57 (bs, 1H), 8.86, 1H). [00261] Mass (M+l): m/z 188.

With the rapid development of chemical substances, we look forward to future research findings about 607373-83-1.

Reference:
Patent; GALAPAGOS NV; MENET, Christel; SCHMITT, Benoit; GENEY, Raphael; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James; WO2013/117649; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem