Category: pyridine-derivatives

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. 1321612-85-4, name is 3-Fluoro-5-iodopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1321612-85-4

250 mg of 3-fluoro-5-iodopyridin-2-amine was dissolved in 5 ml of acetonitrile, and 40 mg of 2-bromo-2-(ethylthio)-1-[3-methyl-6-(trifluoromethyl)-3H-imidazo[4,5-c]pyridin-2-yl]ethanone was added at room temperature. After the addition, the reaction mixture was stirred under reflux with heating for one hour. After the reaction, the reaction mixture was mixed with 10 ml of water and extracted with chloroform (10 ml*2). The resulting organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The precipitated solid was collected by filtration to obtain 338 mg of the desired product as a brown solid. 1H-NMR (CDCl3): delta8.96 (s, 1H), 8.73 (d, J=1.5 Hz, 1H), 8.19 (d, J=0.9 Hz, 1H), 7.33 (dd, J=9.0, 1.5 Hz, 1H), 4.36 (s, 3H), 3.15 (q, J=7.5 Hz, 2H), 1.23 (t, J=7.5 Hz, 3H).

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, 1321612-85-4, 3-Fluoro-5-iodopyridin-2-amine.

Reference:
Patent; Nissan Chemical Industries, Ltd.; KUDO, Takao; MAIZURU, Yukihiro; TANAKA, Ayano; NOTO, Kenkichi; MATSUI, Hiroto; KOBAYASHI, Masaki; (260 pag.)US2018/22760; (2018); 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. 1018505-59-3, name is 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Quality Control of 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine

General procedure: Pd2(dba)3 (86.4mg, 0.09mmol) and Xant-phos (109.2mg, 0.19mmol) were added under N2 to a solution of 154 1E (290.0mg, 0.94mmol), INT-7 (228.6mg, 1.04mmol), and 152 potassium phosphate (400.5mg, 1.88mmol) in 111 1,4-dioxane (10mL). Then the mixture was reacted in the microwave at 150C for 1h. The mixture was cooled to RT, filtered, diluted with water (10mL), and extracted with DCM (10mL×3). The combined organic layers were washed with brine (30mL), dried over anhydrous Na2SO4, concentrated under a vacuum, and purified by preparative thin-layer chromatography to obtain 157 compound 1 (140.3mg; yield, 30%) as a yellow solid.

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, 1018505-59-3, 5-(4-Ethylpiperazin-1-yl)pyridin-2-amine.

Reference:
Article; Yin, Lei; Li, Heng; Liu, Wenjian; Yao, Zhenglin; Cheng, Zhenzhen; Zhang, Huabei; Zou, Hui; European Journal of Medicinal Chemistry; vol. 144; (2018); p. 1 – 28;,
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. 63875-01-4, name is 2-Methylisonicotinaldehyde. A new synthetic method of this compound is introduced below., COA of Formula: C7H7NO

a 2-Methylpyridine-4-carboxaldehyde (cyclopropylmethyl)imine Reaction of 4-formyl-2-methylpyridine [prepared in Example 33(a)] and cyclopropylmethyl amine by the procedure of example 1(c) affords the title compound as a yellow oil.

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, 63875-01-4, 2-Methylisonicotinaldehyde.

Reference:
Patent; Adams; Jerry L.; Boehm; Jeffrey C.; US5593991; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6945-67-1, Adding some certain compound to certain chemical reactions, such as: 6945-67-1, name is 2-Bromo-4-nitropyridine,molecular formula is C5H3BrN2O2, 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 6945-67-1.

Preparation 35 To a suspension of 2-bromo-4-nitropyridine (1.0 g) in ethanol (5 ml) was added a solution of sodium ethoxide in ethanol (20%, 2 ml), and the resultant mixture was stirred at 85 C. for 1.5 hours. After cooling, the mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over sodium sulfate and evaporated under reduced pressure to give 2-bromo-4-ethoxypyridine (927 mg). 1H-NMR (CDCl3): delta1.43(3H,t,J=7.0 Hz), 4.08(2H,q,J=7.0 Hz), 6.76(1H,dd,J=5.8 Hz,2.3 Hz), 6.98(1H,d,J=2.3 Hz), 8.15(1H,d,J=5.8 Hz)

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6521643; (2003); B1;,
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.1796-84-5, name is 4-Ethoxy-3-nitropyridine, molecular formula is C7H8N2O3, molecular weight is 168.15, as common compound, the synthetic route is as follows.Computed Properties of C7H8N2O3

A solution consisting of 4-ethoxy-3-nitropyridine (15.0 g, 97.3 MMOL) and EtNH2 (46.5 mL, 70% aq. solution, 584 MMOL) in ETOH (30 mL) was stirred at 85 C in a pressure vessel for 2 h. Removal of all VOLATILES IN VACUO afforded the title compound (16.2 g, 99 %). MS (ES+) m/z 168 (M+H) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1796-84-5, 4-Ethoxy-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/11700; (2005); 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.22280-56-4, name is 2-Chloro-3-methyl-5-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.5691, as common compound, the synthetic route is as follows.SDS of cas: 22280-56-4

3-Methyl-5-nitropyridin-2-ol (134 g, 0.872 mol) (J. Org. Chem. 1949, 14, 328-332) was divided into 3 portions and placed in three 1-L round bottom flasks. POCl3 (200 mL) was added to each flask and the mixtures were heated to reflux for 2 h. The solutions were cooled and the excess POCl3 was removed in vacuo. The residues were poured into ice water (1 L) with stirring and the precipitates were collected by filtration and air dried for 20 min. The combined products were recrystallized from 10% ethyl acetate in hexanes (300 mL) and air dried to give 2-chloro-3-methyl-5-nitropyridine (139 g, 92% yield) as a white solid which was used in the next step without further purification: 1H NMR (300 MHz, CDCl3) delta 9.04 (d, J=2.5 Hz, 1H), 8.33 (d, J=2.2 Hz, 1H), 2.50 (s, 3H).2-Chloro-3-methyl-5-nitropyridine (139 g, 0.806 mol) from the above procedure was divided into two portions and placed in two 2-L round bottom flasks with methanol (500 mL). The solutions were cooled in dry ice/isopropanol baths as solid sodium methoxide (26.5 g, 0.467 mol) was added portion-wise to each flask so that the temperature was remained below 20 C. When the additions were complete, the resulting mixtures were heated to reflux for 1 h. The mixtures were cooled and diluted with ice water (500 mL) to give white precipitates, which were collected by filtration. The combined filtrates were washed with water and air dried to give 2-methoxy-3-methyl-5-nitropyridine (127 g, 97% yield) as a white solid: 1H NMR (400 MHz, CDCl3) delta 8.91 (d, J=2.0 Hz, 1H), 8.16 (s, 1H), 4.06 (s, 3H), 2.25 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 165.83, 141.91, 139.37, 132.92, 121.77, 54.83, 15.84. An analytical sample was recrystallized from hexane to give white needles, mp 95-96.5 C. Anal. calcd. for C7H8N2O3: C, 50.00, H, 4.79, N, 16.66. Found: C, 49.73, H, 5.02, N, 16.48.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-56-4, 2-Chloro-3-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/29684; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 298709-29-2, 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 298709-29-2, name is 3,5-Difluoropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 33 ; l-(3,5-Difluoropyridin-2-yl)ethanoneA solution of methylmagnesium bromide (36.8 ml, 117.78 mmol) in THF (50ml) was stirred under N2 and cooled to -780C. 3,5-difluoropicolinonitrile (15.0 g, 107.07 mmol) in THF (50 ml) was added drop wise with an addition funnel at such a rate that the internal temperature was kept below -40C. After the addition was complete, the reaction mixture was poured into a IM HCl (100 ml, chilled in an ice bath). The reaction mixture was stirred at O0C for 30 minutes and at room temperature for 30 minutes. To this solution 150 ml of EtOAc was added to extract product. The aquous phase was neutralized to pH9 with NaHCO3 and extracted with EtOAc (2 x 20 ml). The organic layers were combined and the volatiles were removed under reduced pressure. Purification utilizing ISCO (0-10% EtOAc- hexanes) gave the title product as light yellow oil. LC-MS: 158 [M+H]+.

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 298709-29-2, 3,5-Difluoropicolinonitrile.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); 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. 30766-03-1, name is 4-Bromopicolinic acid, the common compound, a new synthetic route is introduced below. COA of Formula: C6H4BrNO2

Triethylamine (1.05 equiv.) was added to a suspension of 4-bromopicolinic acid in benzole (5 mL/mmol), followed by chloroformate (1.05 equiv.) and the reaction mixture stirred 1 h at RT. Triethylamine hydrochloride was filtered out and the filtrate evaporated to low bulk. The anhydride thus obtained was taken up in THF (5 mL/mmol) and added in drops to a suspension of lithium aluminium hydride (1 equiv.) in THF (2 mL/mmol) at -78 C. The mixture was stirred for 30 min. at -78 C., then sat. Na2SO4 sol. was added, filtered over celite, washed with EE and the organic phase was evaporated to low bulk. The raw product thus obtained was purified by column chromatography (30% EE in hexane) (yield approx. 50%).

The synthetic route of 30766-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2009/69320; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 912934-77-1, Adding some certain compound to certain chemical reactions, such as: 912934-77-1, name is 6-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 912934-77-1.

To a solution of compound from Example 1 step e (142 mg, 0.5 mmol) in pyridine (2 mL) was added 6-bromopyridine-2-sulfonyl chloride (128 mg, 0.5 mmol). The mixture was stirred at rt overnight. After evaporated most of the pyridine, the residue was purified by silica gel column chromatography to obtain the desired product (120 mg, 48%) as a pale-yellow foam which will be used directly for the next step.

According to the analysis of related databases, 912934-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; YU, Jianming; SHOOK, Brian, C.; BLAISDELL, Thomas, P.; KIM, In, Jong; PANARESE, Joseph; MCGRATH, Kevin; NEGRETTI-ENMANUELLI, Solymar; OR, Yat, Sun; (301 pag.)WO2017/123884; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 872355-63-0, 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.872355-63-0, name is Methyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate, molecular formula is C9H8N2O2, molecular weight is 176.172, as common compound, the synthetic route is as follows.

A solution of methyl 1 H-pyrrolo[3,2-b]pyridine-5-carboxylate (Adesis Inc., New Castle, Delaware) (1.0 g, 5.68 mmol) and di-te/t-butyl dicarbonate (1.75 g, 7.95 mmol) in methanol (30 ml.) was passed through an H-cube hydrogenation apparatus equipped with a 10%Pd/C cartrige at 80 degrees Celsius and 80 bar 1.0 mL/minute. The effluent was then passed through the H-cube apparatus three additional times. The crude material was concentrated and the residue was purified by silica gel chromatography, eluting with a gradient mixture of 50% to 90% ethyl acetate to heptane to give 230 mg of methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-5-carboxylate and 300 mg of 1-te/t-butyl 5- methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-1 ,5-dicarboxylate.Methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-5-carboxylate:_1H NMR(deuterochloroform) delta 7.77 (d, J = 8.2 Hz, 1 H), 6.67 (d, J = 8.2 Hz, 1 H), 4.42 (br. s., 1 H), 3.88 (s, 3H), 3.69 (td, J = 8.6, 1.5 Hz, 2H), 3.17 (t, J = 8.7 Hz, 2H).1-te/t-Butyl 5-methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-1 ,5-dicarboxylate: 1H NMR (deuteurochloroform) delta 7.92 (d, J = 8.2 Hz, 2H), 4.00 (t, J = 8.9 Hz, 2H), 3.91 (s, 3H), 3.25 (t, J = 1.0 Hz, 2H), 1.52 (br. s., 9H).

The chemical industry reduces the impact on the environment during synthesis 872355-63-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; DAROUT, Etzer; DENINNO, Michael, Paul; FUTATSUGI, Kentaro; GUIMARAES, Cristiano, Ruch, Werneck; LEFKER, Bruce, Allen; MASCITTI, Vincent; MCCLURE, Kim, Francis; MUNCHHOF, Michael, John; ROBINSON, Ralph, Pelton, Jr.; WO2010/128414; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem