Category: pyridine-derivatives

Application of 127978-70-5, 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 127978-70-5, name is (5-Methoxypyridine-2-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

5-(2-fluoroethoxy)-2-[[4-[1-(2-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxy]methyl]-pyridine (B-19) Following the procedure for the preparation of compound B-4, but substituting (5-methoxypyridin-2-yl)methanol for [5-(2-fluoroethoxy)-pyridin-2-yl]-methanol provided compound B-19 (56.3%) as a white solid after treatment with diisopropyl ether. C24H22F2N4O2. LCMS: Rt 3.48, m/z 437 [M+H]+ (method 5). 1H NMR (400 MHz, CDCl3) delta ppm 4.22-4.34 (m, 2 H), 4.47 (dt, J=27.1, 4.9 Hz, 2 H), 4.70-4.87 (m, 2 H), 4.84 (dt, J=46.9, 4.6 Hz, 2 H), 5.18 (s, 2 H), 6.97 (br. d, J=8.8 Hz, 2 H), 7.16-7.21 (m, 2 H), 7.27 (dd, J=8.6, 2.8 Hz, 1 H), 7.36-7.42 (m, 2 H), 7.46 (d, J=8.6 Hz, 1 H), 7.70 (s, 1 H), 8.33 (d, J=2.8 Hz, 1 H), 8.45-8.52 (m, 2 H).

According to the analysis of related databases, 127978-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Andres-Gil, Jose Ignacio; De Angelis, Meri; Bormans, Guy Maurits R.; Celen, Sofie Jeanne Leopoldine; US2012/213703; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1082040-63-8, Adding some certain compound to certain chemical reactions, such as: 1082040-63-8, name is 3-Iodo-1H-pyrazolo[3,4-c]pyridine,molecular formula is C6H4IN3, 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 1082040-63-8.

To a solution of 3-iodo-lH-pyrazolo[3,4-c]pyridine (6.0 g, 24.5 mmol, 1.0 eq.) and K2C03 (4.0 g, 29.4 mmol, 1.2 eq.) in DMF (40 mL) was added tert-butyl 2-bromoacetate (4.78 g, 24.5 mmol, 1.0 eq.). The resulting mixture was stirred at r.t. for 2 h, then poured into water (200 mL), extracted with EtOAc (200 mL x 3). The combined organic layers were dried and concentrated under vacuum. The residue was purified by column chromatography (PE/EtOAc=3: l) to provide tert-butyl 2-(3-iodo-lH-pyrazolo[3,4- c]pyridin-l-yl)acetate as a yellow oil (6.0 g, 68.0% yield).

According to the analysis of related databases, 1082040-63-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (297 pag.)WO2018/229543; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2 M solution in THF/heptane/ethylbenzene, 2.78 g, 12.97 mL, 25.95 mmol) in anhydrous THF (20 mL) under nitrogen atmosphere cooled to -78°C was added a solution of the 3-bromo-5-chloropyridine (5.0 g, 25.98 mmol) in anhydrous THF (40 mL) at -78°C. The reaction mixture was allowed to stir at the same temperature for 45 minutes. Then, a solution of chloro(ethoxy)methanone (28.19 g, 259.7 mmol) was added slowly over 15 minutes. After stirring for 20 minutes, the reaction mixture was quenched with saturated NaHCO3 solution. The reaction mixture was extracted into ethyl acetate (3 x 100 mL), and the combined organic layer was washed with water and brine. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated, and the residue was purified through CombiFlash using 0-10percent ethyl acetate in hexane to provide ethyl 3-bromo-5-chloropyridine-4-carboxylate as a pale yellow oil (5.84 g, 85percent yield); 1H NMR (400 MHz, DMSO-J6): delta 1.35 (t, 3H), 4.45 (q, 2H), 8.82 (s, IH), 8.87 (s, IH); M+ 265.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1152617-24-7, Adding some certain compound to certain chemical reactions, such as: 1152617-24-7, name is 3-Chloro-4-iodopyridin-2-amine,molecular formula is C5H4ClIN2, 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 1152617-24-7.

To a mixture of Zl7c (6.95 kg, assay 72%, 27.23 mol) in l,4-dioxane (72 L) was added Xantphos (233 g, 411 mmol, 0.015 eq), Pd2(dba)3 (186 g, 206 mmol, 0.0075 eq), Zl7b (7.13 kg, 28.02 mol) and DIPEA (7.02 kg, 54.46 mol). The system was vacuated and purged with nitrogen gas three times. The mixture was stirred at 65 C for 16 h under N2. The mixture was cooled to RT and water (50 L) was added, filtered. The cake was washed with EA (25 L). The filtrate was extracted with EA (4 x 20 L). The organic phase was concentrated in vacuum to offer the crude product which was combined with the cake. Then DCM (60 L) was added to the crude product and stirred at 25-30C for l8h and then filtered. The filter cake was slurried with CH2CI2 (30 L) for 4 hrs and filtered. The filter cake was slurred in CH2CI2 (30 L) for 16 hrs and filtered. Then the filter cake was dried in vacuum to give Z17a (3-((2-amino-3-chloropyridin-4-yl)thio)-6-chloropyrazin-2-amine; 9.1 kg, 84 %) as light yellow solid. NMR (400 MHz, DMSO-d6) d = 7.89 (s, 1H), 7.7 (d, J= 7.6 Hz, 1H), 7.18 (bs, 2H), 6.40 (bs, 2H), 5.97 (d, J= 7.6 Hz, 1H).

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. 1152617-24-7, 3-Chloro-4-iodopyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FEI, Zhongbo; LU, Gang; WAN, Yinbo; WANG, Jianhua; WU, Quanbing; ZHANG, Hao; (116 pag.)WO2020/65453; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 882521-63-3, 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.882521-63-3, name is 7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine, molecular formula is C6H5BrN4, molecular weight is 213.04, as common compound, the synthetic route is as follows.

General procedure: To a microwave tube was added [1,2,4]triazolo[1,5-a]pyridin-2-amine 13 (1 equiv), K2CO3 (2.0 equiv), Pd(PPh3)4 (0.056 equiv), and the corresponding boronic acid (1.5 equiv). 5 mL of EtOH:H2O (1:1) was used as solvent, and the microwave conditions employed were 150 C for 30 min. After solvent evaporation, the product was purified by flash chromatography on silica gel using as eluent a gradient of EtOAC (0 – 100%) in n-hexane or MeOH (0 – 10%) in DCM to afford the desired compound 16 (adapted from 4).

The chemical industry reduces the impact on the environment during synthesis 882521-63-3, I believe this compound will play a more active role in future production and life.

Reference:
Article; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
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. 1737-93-5, name is 3,5-Dichloro-2,4,6-trifluoropyridine, molecular formula is C5Cl2F3N, 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. Safety of 3,5-Dichloro-2,4,6-trifluoropyridine

S2.The above solution containing dichlorotrifluoropyridine was cooled to 10 C,And slowly dropping 30wt% aqueous ammonia at 10 C, the reaction was detected by TLC, to be dichloro-trifluoro pyridine reaction was complete,The reaction was stopped and a white solid was isolated as the desired drug intermediate (95.3% yield).

With the rapid development of chemical substances, we look forward to future research findings about 1737-93-5.

Reference:
Patent; Chongqing Huage Biochemical Co., Ltd.; He Xiaoqiang; Chen Zhizhong; Zhang Chunhua; Gu Fuhai; Wu Chengli; Yang Xinyao; (8 pag.)CN107311924; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94952-46-2, 1-(5-Chloropyridin-2-yl)ethanone, 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, 94952-46-2, blongs to pyridine-derivatives compound. Recommanded Product: 1-(5-Chloropyridin-2-yl)ethanone

Reference Production Example 3. In 50 mL of methanol, 243 mg of sodium borohydride was suspended and 1.00 g of 2-acetyl-5-chloropyridine was added thereto at room temperature. After stirring at the same temperature for 2 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was dissolved in 50 mL of tetrahydrofuran. To the solution were added dropwise 0.5 mL of methanesulfonyl chloride and 0.9 mL of triethylamine at room temperature. After stirring at the same temperature for 2 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was dissolved in 50 mL of N, N-dimethylformamide . To the solution was added 1.12 g of lithium bromide at room temperature. After stirring at the same temperature for 6 hours, 10% hydrochloric acid was added, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and then the resulting residue was subjected to column chromatography to obtain 368 mg of 2- ( 1-bromoethyl) -5-chloropyridine .1H-NMR (CDCl3, TMS) : delta (ppm) 8.25 (IH, s), 7.66 (IH, d) , 7.42 (IH, d) , 5.12 (IH, q) , 1,87 (3H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,94952-46-2, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/25397; (2009); 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. 78607-36-0, name is 2-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-3-iodopyridine

Preparation of amine building block A46 tert-Butyl 2- (pyridin-4-ylmethyl) -5, 6-dihydroimidazo [1,2- a]pyrazine-7 (8H) -carboxylateProcedure for step- 1 : To a THF solution (40 ml) of Diisopropyl amine (4.46 ml, 1.5 eqv) was added BuLi ( 1.88 M, 1.5 eqv) at -15C and the resulting reaction mixture was allowed to stir at same temperature for 20 minutes. It was then cooled to -78C and 2-chloro-3-iodopyridine (5g, 20.92 mmol) in THF (10 ml) was added dropwise at the same temperature and allowed to stir for 1 hr at -780C. Reaction was quenched with water ( 10 ml), stirred at ambient temperature for 15 minutes and extracted with ethyl acetate. Organic layer was washed successively with brine and finally dried over sodium sulfate. Evaporation of organic layer under reduced pressure gave the crude product which was immediately used in the next step without any further purification. Yield : 80% (Crude)

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, 78607-36-0, 2-Chloro-3-iodopyridine.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/90055; (2009); 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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Methylpyridin-2(1H)-one

EXAMPLE 1 5-Methyl-1-phenyl-2-(1H)-pyridone SPC3 A finely pulverized mixture containing 21.8g. of 5-methyl-2-(1H)-pyridone (J.V. Scudi, et al. U.S. Pat. No. 2,947,755), 30.4g. of anhydrous potassium carbonate, 0.25g. of zinc precipitated copper powder and 40 ml. of iodobenzene is stirred mechanically and refluxed for 18 hours. The mixture is cooled and treated with 150 ml. of benzene, filtered and the filtrate is decolorized with charcoal. The decolorized benzene filtrate is then evaporated to an oil which on trituration with petroleum ether and cooling gives 31.9g. (85%) of the product as a brown solid, m.p. 90-104. It is crystallized from hot water to yield a white solid melting at 102-psi.

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, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; Affiliated Medical Research, Inc.; US3974281; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 137178-88-2, Adding some certain compound to certain chemical reactions, such as: 137178-88-2, name is 5-Bromopyridine-2-carbonyl chloride,molecular formula is C6H3BrClNO, 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 137178-88-2.

To a solution of 5-bromo-pyridine-2-carboxylic acid methyl ester [(L.] [OEQ.)] (see Synth. Commun., [1997,] [27,] 515) in THF : MeOH (2: 1; 0.2M) was added aqueous LiOH (1M ; 3. [0EQ.).] The mixture was stirred for 12h, concentrated and dried under vacuum. The residue was diluted in CH2CI2 (0.2M), oxalyl chloride [(8.] [OEQ.)] was added and the mixture was stirred for 3h, concentrated, dried under vacuum and diluted in [CH2C12] (0.2M). Cyclopropylamine [(LOEQ.)] was added and the mixture was stirred for 2h, poured in saturated aqueous [NAHC03] and extracted with EtOAc (2x). The combined organic extracts were washed with brine, dried over [NA2S04,] filtered and concentrated. Flash chromatography (CH2Cl2 : EtOAc; 9: 1) afforded the title compound as a yellow solid.

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. 137178-88-2, 5-Bromopyridine-2-carbonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK FROSST CANADA & CO.; DESCHENES, Denis; DUBE, Daniel; DUBE, Laurence; GALLANT, Michel; GIRARD, Yves; LACOMBE, Patrick; MACDONALD, Dwight; WO2004/814; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem