Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 22282-70-8, 2-Fluoro-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, 22282-70-8, blongs to pyridine-derivatives compound. COA of Formula: C5H3FIN

A mixture of 2-fluoro-4-iodopyridine (10.00g, 43.50mmol), ammonium hydroxide (10mL) in DMSO (20mL) was stirred at 100 C for 40 hours. H2O (100mL) was added to the reaction mixture and the precipitate was filtered to afford the compound 10a as a brown solid (8.62g, 90%). MS: 221 (M+H) +.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22282-70-8, its application will become more common.

Reference:
Patent; JACOBIO PHARMACEUTICALS CO., LTD.; MA, Cunbo; GAO, Panliang; CHU, Jie; WU, Xinping; WEN, Chunwei; KANG, Di; BAI, Jinlong; PEI, Xiaoyan; (82 pag.)WO2017/211303; (2017); 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. 116308-38-4, name is 2-Formylisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Formylisonicotinonitrile

Part C To a flask charged with 70 ml of ether and 40 ml of tetrahydrofuran cooled in an ice bath at 0-50 is added methylmagnesium bromide (8.71 ml, 26.14 mmol, 1.50 equiv.) at once. To this is added a solution of 4-cyano-2-pyridinecarboxaldehyde (2.30 g, 17.42 mmol), dissolved in 60 ml of ether and 5 ml of tetrahydrofuran, dropwise over a 20 min period. The resulting tan slurry is refluxed for 1.5 h, cooled and poured into ice water containing 55 ml of 3N HCl and stirred at ambient temperature for 5 min. The contents are basified with 23 ml of 29% ammonium hydroxide and extracted 5 times with chloroform. The combined organic extracts are dried over Na2 SO4 and concentrated at reduced pressure. Chromatography with 160 g of silica gel, packed and eluted with acetone-methylene chloride (1:6), afforded 1.60 g (62%) of 4-cyano-2-(2-hydroxy)-ethylpyridine. TLC (silica gel GF): Rf =0.27 acetone-methylene chloride (1:6). 1 H NMR (CDCl3,TMS):delta 8.46 (d, 1H, J=4.33 Hz), 7.41 (s, 1H), 7.20 (dd, 1H, J=4.87, 0.82 Hz), 4.72 (q, 1H, J=6.08 Hz), 3.75 (s, 1H), 1.28 (d, 3H, J=6.55 UV (lambda max, ethanol): 216 sh (7,760), 220 sh (6,530), 278 (3,560), 287 sh (2,960). Analysis: Calculated for C8 H8 N2 O: C, 64.86; H, 5.41; N, 18.92. Found: C, 64.77; H, 5.51; N, 18.90. Mass Spectrum: M/Z (relative intensity %): (FAB) [M+H]+ 149 (100), 131 (30), 105 (8).

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, 116308-38-4, 2-Formylisonicotinonitrile.

Reference:
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
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. 639091-75-1, name is Methyl 2-(Boc-amino)isonicotinate. A new synthetic method of this compound is introduced below., Computed Properties of C12H16N2O4

Compound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight atambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless 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, 639091-75-1, Methyl 2-(Boc-amino)isonicotinate.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174062; (2014); 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 97483-79-9, name is Ethyl 6-cyanopicolinate. This compound has unique chemical properties. The synthetic route is as follows. name: Ethyl 6-cyanopicolinate

To a 100-mL round bottom flask was added 40 mL of IN HC1 (aq). The flask was lowered into a 100C oil bath until the aqueous solution began to boil. While rapidly stirring, solid 6-cyanopicolinic acid ethyl ester (28.95 mmol, 5.10 g) was added to the boiling solution, and a vacuum adapter equipped with a glass frit was inserted into the top joint to limit the rate of water evaporation but allow for the removal of ethanol as the starting material was hydrolyzed. Because of the low melting point of the starting material, the reaction mixture was initially biphasic, but the biphasic mixture was slowly converted to a homogeneous solution as the starting material was consumed. The solution was stirred for one hour, and then the flask was removed from the oil bath and allowed to cool to room temperature under medium stirring to permit crystallization of the product. To complete crystallization, the mixture was stirred at 0C for another hour. The white precipitate was collected by suction filtration, washed with ice cold water (30 mL), followed by one portion (30 mL) of hot hexanes and one portion (30 mL) of 1 : 1 hexanes :dichlorome thane. The white solid was then recrystallized from boiling toluene, collected by vacuum filtration, and washed with additional toluene. Yield: 3.50 g (23.63 mmol, 82%). FontWeight=”Bold” FontSize=”10″ H NMR (Acetone-d6, 400 MHz) delta 8.22 (dd, J = 7.7, 1.2 Hz, 1H), 8.34 (t, J= 7.8 Hz, 1H), 8.42 (dd, J= 8.0, 1.2 Hz, 1H), 11.96 (s, br, 1H). 13C NMR (Acetone-d6, 100 MHz) delta 117.4, 128.7, 132.6, 133.9, 140.5, 150.2, 164.6. ESI- HRMS m/z 149 calc’d for C7H5O2N2 ([M+H]+) 149.0346, found 149.0342.

With the rapid development of chemical substances, we look forward to future research findings about 97483-79-9.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; FAHRNI, Christoph J.; MCCALLUM, Adam M.; MORGAN, Michael Thomas; (109 pag.)WO2018/231843; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 33252-29-8, 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. 33252-29-8, name is 6-Chloropicolinonitrile, molecular formula is C6H3ClN2, 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.

In a 1L four-necked flask equipped with a mechanical stirring and condensation device,Put in 600g of homemade 2-chloro 6-cyanopyridine and 12g of tungsten hexachloride at atmospheric pressure,Heat up to 150 , start stirring, and continuously introduce chlorine gas at a rate of 100mL/min.Control the reaction temperature at 150 ~ 155 , continuous chlorine reaction for 20h,Sampling gas chromatography analysis, calculated conversion rate of raw materials, product selectivity are shown in Table 2.

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 33252-29-8, 6-Chloropicolinonitrile.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Chen Honglong; Mu Dengyou; Wang Fujun; Jiang Jianhua; Xue Yi; Chen Xinchun; (7 pag.)CN111072558; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1558302-68-3, Adding some certain compound to certain chemical reactions, such as: 1558302-68-3, name is 6-Chloro-1-methyl-1H-pyrazolo[4,3-c]pyridine,molecular formula is C7H6ClN3, 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 1558302-68-3.

A mixture of 6-chloro-l-methyl-lH-pyrazolo[4,3-c]pyridine (140 mg, 0.84 mmol), l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)propan-2-ol (512 mg, 1.25 mmol), Pd(dppf)Cl2 (61 mg, 0.084 mmol) and K2C03 (348 mg, 2.52 mmol) in dioxane and H20 was stirred under N2 atmosphere at 100C overnight. After cooling, the mixture was extracted with DCM, the combined organic layers dried over Na2S04 and concentrated to give the crude material which was purified by prep- HPLC to afford the title compound as the formate salt (42 mg, Yield 12%). 1H NMR (400 MHz, MeOD): delta 9.09 (s, 1H), 8.24 (s, 1H), 7.96 (s, 1H), 7.65-7.61 (m, 2H), 7.44-7.41 (m, 1H), 7.27-7.16 (m, 4H), 7.07-7.04 (m, 1H), 4.37-4.32 (m, 1H), 4.38 (s, 2H), 4.16 (d, J = 4.8 Hz, 2H), 4.13 (s, 3H), 3.52-3.53 (m, 2H), 3.31-3.30 (m, 2H), 3.30-3.29 (m, 2H), 2.65 (s, lH)ppm; ESI-MS (m/z): 415.2 [M+l] +.

According to the analysis of related databases, 1558302-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 167837-43-6 ,Some common heterocyclic compound, 167837-43-6, molecular formula is C8H8N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of (E)-3-(6-aminopyridin-3-yl)acrylic acid (123 mg, 0.75 mmol) in DMF (4 mL) was added (lambda)-methyl-[l-(3-ethyl-benzofuran-2-yl)-ethyl]amine (183 mg, 0.90 mmol), EDCI (187 mg, 0.98 mmol), HOBt (112 mg, 0.83 mmol) and DIPEA (0.45 mL, 2.33 mmol). The mixture was stirred at 40 0C for 60 hours. The mixture was diluted with H2O (30 mL) and the solid collected by filtration. The solid was washed with 100 mL H2O and then dried under reduced pressure overnight. It was purified by chromatography (silica, 1.5% MeOH in CH2Cl2) to give 79 mg (25%) of title compound as a mixture of amide rotamers. 1H NMR (300 MHz, CDCl3, delta) 8.22 (s, IH), 7.7-7.1 (m, 6H), 6.8-6.2 (m, 3H), 4.72 (s, 2H) 3.06 (s, 3H), 2.74 (s, 2H), 1.9-1.1 (m, 6H); MS (ESI) m/e 350 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,167837-43-6, its application will become more common.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2007/67416; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2369-18-8, 2-Fluoro-3-methylpyridine, 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, 2369-18-8, blongs to pyridine-derivatives compound. Product Details of 2369-18-8

Examples; Example 1; 5-Methoxy-2-(((4-methoxy-3-methyl-2- pyridinyl)methyl)sulfinyl)-6-methyl-3H-imidazo[4,5- b] pyridineSodium salt [Formula 7]; (la) 2-Methoxy-3-methylpyridine [Formula 8]; A mixture of 2-fluoro-3-methylpyridine(2.34 g, 21.1 mmol) and a 28% sodium methoxide methanol solution (7.72 g, 40 mmol) was stirred for 15 minutes under reflux. After the reaction was completed, water was poured into the reaction mixture, and after neutralized, the reaction mixture was extracted with ethyl acetate., dried over magnesium sulfate, and the solvent was evaporated, thereby yielding the title compound (1.62 g, 13.1 mmol, 62%) as a colorless liquid. ¹H NMR(400MHz, DMSO-d6) No. ppm; 2.13 (3H, 3.86(3H, s), 6.87-6.90(lH, m), 7.49-7.55′(lH, m), 7.96-8.02(lH, m) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2369-18-8, its application will become more common.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60781-83-1, 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.60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

A mixture of 4-phenylpyridin-2-amine (0.4 g, 2.35 mmol) and ethyl formate (4 ml) was heated at 80C for 16 h. The reaction mixture was cooled to rt, diluted with saturated NaHC03 solution (20 ml) and extracted with DCM (3 x 15 ml). The combined organic phase was washed with water (20 ml), dried over Na2S04, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (25% EtOAc in hexane) yielding N-(4-phenylpyridin-2-yl)formamide (0.313 g, 1.58 mmol). LCMS: Method C, 1.79 min, MS: ES+ 199.14; NMR (400 MHz, DMSO-d6) delta ppm 10.74 (s, 1 H), 9.34 (d, J=10.8 Hz, 1 H), 8.39 (s, 1 H), 7.72 – 7.45 (m, 2 H), 7.48 – 7.57 (m, 3 H), 7.42 – 7.45 (m, 1 H), 7.21 (s, 1 H).

Statistics shows that 60781-83-1 is playing an increasingly important role. we look forward to future research findings about 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D.; (109 pag.)WO2017/141036; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944900-06-5 ,Some common heterocyclic compound, 944900-06-5, molecular formula is C7H3ClF3NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

2-Chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 8 (11.96 g, 57.1 mmol) was added to a solution of N-Boc ethylenediamine (5.83 mL, 58.2 mmol) and Na2SO4 (50 g) in CH2Cl2 (400 mL) at room temperature, and the reaction mixture was stirred for 17 h. After the reaction mixture was concentrated, the residue was purified by silica gel column chromatography (hexane/AcOEt = 3:2) to provide the imine (13.87 g, 69%) as a yellow oil. 1H NMR (CDCl3) delta: 8.67 (1H, s), 8.53 (1H, d, J = 7.8 Hz), 7.68 (1H, d, J = 7.8 Hz), 4.79 (1H, br s), 3.83 (2H, t, J = 5.5 Hz), 3.50 (2H, q, J = 5.7 Hz), 1.44 (9H, s). A solution of allylmagnesium bromide in Et2O (0.7 M, 60 mL, 42 mmol) was added to a solution of the imine (13.44 g, 38.2 mmol) in THF (150 mL) under N2 atmosphere at 0 C, and the mixture was stirred at the same temperature for 45 min. Then, the reaction mixture was diluted with H2O (200 mL), extracted with AcOEt (400 mL), washed with brine, dried (Na2SO4), concentrated. The residue was purified by silica gel column chromatography (hexane/AcOEt = 7:3) to provide 9 (10.91 g, 73%) as a yellow oil. 1H NMR (CDCl3) delta: 8.12 (1H, d, J = 8.2 Hz), 7.64 (1H, d, J = 7.8 Hz), 5.82-5.71 (1H, m), 5.17-5.11 (2H, m), 4.72 (1H, br s), 4.21-4.10 (2H, m), 3.21-3.14 (2H, m), 2.65-2.59 (1H, m), 2.57-2.52 (1H, m), 2.47-2.41 (1H, m), 2.24-2.16 (1H, m), 1.44 (9H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,944900-06-5, its application will become more common.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Ichikawa, Masanori; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Yoko; Yoshida, Kazuhiro; Abe, Yasuyuki; Kimura, Takako; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 89 – 104;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem