Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 113293-70-2, 2,6-Dichloroisonicotinaldehyde, 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, 113293-70-2, blongs to pyridine-derivatives compound. Product Details of 113293-70-2

Step 23a: tert-butyl 4-((2,6-dichloropyridin-4-yl)methyl)piperazine-1-carboxylate (Intermediate 23a) 2,6-dichloroisonicotinaldehyde (106 mg, 0.6 mmol), N-Boc-piperizane (112 mg, 0.6 mmol) and 320 mg of NaBH(OAc)3 powder was stirred in 5 mL of dichloromethane at room temperature for 1 hr. 3 mL of saturated NaHCO3 aqueous solution was added, the reaction mixture was stirred for additional 30 min. After regular aqueous workup with dichloromethane-water, the reaction mixture was subject to column chromatography on silica gel, eluting with heptane/ethyl acetate (v/v 3/1), giving 150 mg of desired product as colorless oil. MS: m/z 346.0 (ES+); 290.0 (M-Bu-t, ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113293-70-2, its application will become more common.

Reference:
Patent; AVILA THERAPEUTICS, INC.; US2011/230476; (2011); 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. 22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine. A new synthetic method of this compound is introduced below., Safety of 6-Chloro-2-methyl-3-nitropyridine

6-methoxy-3-nitro-2-picoline 0.46 gm (20 mMol) sodium were dissolved in 15 mL anhydrous methanol. To this solution were added 2.3 gm 6-chloro-3-nitro-2-picoline in portions. The resulting mixture was stirred for 18 hours at room temperature and then 1 hour at reflux. The reaction mixture was poured into 100 mL of ice water with vigorous stirring. The suspension was filtered and the solid dried at 30 C. under reduced pressure for 18 hours to provide 2.04 gm (91%) of the desired compound as a tan 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, 22280-60-0, 6-Chloro-2-methyl-3-nitropyridine.

Reference:
Patent; Eli Lilly and Company; US5874427; (1999); A;,
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

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

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

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

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

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

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

Electric Literature of 60588-81-0, 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. 60588-81-0, name is (3-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, 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.

Synthesis of 3-chloro-2-(chloromethvDpyridine (32 31 To a solution of compound 31 (300 mg, 2.1 mmol) in DCM (4 mL) was added DIE A (539 mg, 4.2 mmol) at 0 °C, then MsCl (263 mg, 2.3 mmol) was added dropwise at 0 °C. The mixture was stirred at room temperature for 3h. Water was added, and the mixture was extracted with DCM, washed with sat. NaHCO and brine, dried over a?.S04, filtered, concentrated under reduced pressure to give compound 32 (240 mg, 69 percent) as a yellow oil.

According to the analysis of related databases, 60588-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem