Tag: M.W:100-200

Electric Literature of 1658-42-0, Adding some certain compound to certain chemical reactions, such as: 1658-42-0, name is Methyl 2-(pyridin-2-yl)acetate,molecular formula is C8H9NO2, 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 1658-42-0.

General procedure: A mixture of phenylethynylbromide (1a) (1.0 mmol), ethyl2-pyridylacetate (2a) (0.6 mmol), AgNO3 (34.0 mg, 0.2 mmol, 0.2 equiv.), DABCO(70.0 mg, 1.0 mmol, 1.0 equiv.) in DMSO (3.0 mL) in a test tube (25 mL)equipped with a magnetic stirring bar. The mixture was stirred at 100 oCfor 12 h. After the reaction was completed, the mixture was washed with brineand extracted with ethyl acetate. The organic layer was dried (MgSO4),concentrated in vacuum and purified by flash silica gel chromatography usingpetroleum ether/ethyl acetate 10:1 to give the desired products.

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. 1658-42-0, Methyl 2-(pyridin-2-yl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zeng, Wei; Wu, Wanqing; Jiang, Huanfeng; Sun, Yadong; Chen, Zhengwang; Tetrahedron Letters; vol. 54; 35; (2013); p. 4605 – 4609;,
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. 183610-70-0, name is 2-Amino-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., name: 2-Amino-3-(trifluoromethyl)pyridine

To a solution of 5.37 g (32.8 mmol) of 3-trifluoromethyl-pyridin-2-ylamine (Fluorochem Ltd., Derbyshire, United Kingdom) in 100 ml of dry CH3CN, 6.45 g of NBS are added in 4 equal portions over a period of 1 h at 0-50C under argon. The cooling bath is removed and stirring is continued for 3 h. The solvent is evaporated under vacuum, the residue is dissolved in EtOAc and washed with water and brine. The organic phase is dried over Na2SO4 and evaporated. The title compound is a red-dish-yellow oil which is used after drying in the dark for 5 h at RT and under high vacuum in the next step without further purification. ES-MS (M+1 ): = 239; 241 ; HPLC: tR = 5.501 min. Example 1.4 1 -(2-Methoxy-pyridin-3-yl)-3-methyl-8-(6-methylamino-pyridin-3-yl)-1 ,3-dihydro- imidazo[4,5-c]quinolin-2-one

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, 183610-70-0, 2-Amino-3-(trifluoromethyl)pyridine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; IMBACH, Patricia; MAH, Robert; STAUFFER, Frederic; WO2010/139747; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 144100-07-2 ,Some common heterocyclic compound, 144100-07-2, molecular formula is C5H3BrFN, 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.

A mixture of 2-bromo-6-fluoropyridine (212 mg, 1.21 mmol), (R)-1-(tetrahydro-2H- pyran-4-yl)ethanamine (200 mg, 1.21 mmol), DIPEA (187 mg, 1.45 mmol) and DMSO (3 ml_) was heated in a sealed tube at 90 °C for 18 hrs. The reaction mixture was allowed to cool to room temperature, poured into water (30 ml_) and stirred for 20 min. The mixture was extracted with EtOAc (3x 15 ml_). The combined organic layers were washed with brine (100 ml_) and concentrated to dryness under reduced pressure. The residue was purified by column chromatography [silica gel] providing (R)-6-bromo-N-(1- (tetrahydro-2H-pyran-4-yl)ethyl)pyridin-2-amine (290 mg). LCMS (m/z): 285.0/286.9 [M+H]+; Rt = 0.91 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144100-07-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); 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. 1121-76-2, name is 4-Chloropyridine 1-oxide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4-Chloropyridine 1-oxide

4-Chloropyridine-N-oxide (3.0 g, 23 mmol), 4-trifluoromethylphenylboronic acid (6.57 g, 34.6 mmol), K2CO3 (4.8 g, 35 mmol) and PdCl2(dppf) (470 mg, 0.57 mmol) were stirred in DMSO (40 mL) under vacuum for 30 min. The flask was flushed with nitrogen, and the mixture was heated to 80 C. for 10 min. Upon cooling, the mixture was diluted with methylene chloride and washed with 5% lithium chloride solution (5*), dried, concentrated, and the residue was purified by flash column chromatography (40 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 40 mL/min) to provide the title compound (1.90 g, 34%) as a tan solid: ESI MS m/z 240 [M+H]+.

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, 1121-76-2, 4-Chloropyridine 1-oxide.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2012/157460; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6635-90-1, 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 6635-90-1, name is 2-Methoxy-4-methyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-methoxy-4-methyl-5-nitropyridine (4.30 g, 25.57 mmol) and dimethylformamide dimethylacetal (35 ml) was heated at reflux under nitrogen for 40 hours. Ethyl acetate was added to this solution (150 ml), and this mixture was washed with water (150 ml). The aqueous extract was back-extracted with ethyl acetate (100 ml), and the organic extracts were combined, dried (Na2 O4), and evaporated under reduced pressure to yield a purple solid. The solid was dissolved in absolute ethanol (200 ml), and 5% palladium on carbon (3.0 g) was added to this solution which was shaken under a hydrogen atmosphere (3 atm) for 3 hours. The resultant reaction mixture was filtered, and the filtrate was evaporated under reduced pressure. Flash chromatography of the residue yielded compound 9 (2.05 g, 13.84 mmol, 54% last step, 50% overall) as a white crystalline solid: mp, 123-124 C.; IR (KBr) 1625, 1580, 1490, 1460, 1320, 1150 cm-1; 1 H NMR (DMSO-d6) delta 11.28 (br s, 1H), 8.37 (s, 1H), 7.57 (t, J=2.8 Hz, 1H), 6.86 (s, 1H), 6.33 (br m, 1H), 3.82 (s, 3H); 13 C NMR (DMSO-d6) delta 157.2, 136.4, 131.5, 130.7, 130.0, 99.6, 96.8, 53.4; LRMS (m/z, relative intensity) 149 (20), 148 (M+, 98), 147 (100), 119 (46), 118 (79), 117 (26), 105 (31), 91 (15), 70 (16); HRMS calculated for C8 H8 N2 O:148.0657, found: 148.0613.

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 6635-90-1, 2-Methoxy-4-methyl-5-nitropyridine.

Reference:
Patent; Pfizer Inc.; US5051412; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75711-00-1, 2-Chloro-3-methoxy-5-nitropyridine, 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, 75711-00-1, blongs to pyridine-derivatives compound. Formula: C6H5ClN2O3

Step 3 2-Chloro-3-methoxy-5-nitropyridine (400 mg, 2.12 mmol), pyrrolidine (0.21 mL, 2.55 mmol), potassium carbonate (880 mg, 6.38 mmol) and 1,4,7,10,13,16-hexaoxacyclooctadecane (80 mg) was dissolved in acetonitrile. The reaction mixture was refluxed overnight. The reaction mixture was cooled to room temperature and then was concentrated under reduced pressure. Then the mixture was extracted with ethyl acetate and washed with water. The organic layer was concentrated under reduced pressure. The crude was purified by column chromatography to give 3-methoxy-5-nitro-2-(pyrrolidin-1-yl)pyridine (458 mg, 97%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75711-00-1, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/29962; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 20173-24-4, 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.20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, molecular formula is C7H10N2, molecular weight is 122.1677, as common compound, the synthetic route is as follows.

Reference Example 19 (4-Chloro-6-morpholin-4-yl-pyrimidin-2-yl)-(2-pyridin-3-yl-ethvD-amine; 4-(2,6-Dichloro-pyrimidin-4-yl)-moipholine was prepared as described inWO2006/060194.To a stirred solution of 4-(2,6-dichloro-pyrimidin-4-yl)-morpholine (936 mg; 4.0 mmol) and DIPEA (0.77 ml; 4.4 mmol) in dioxane (10 ml) at 5C was added 3-(2- aminoethyl)pyridine (0.53 ml; 4.4 mmol). The cooling bath was removed and the reaction mixture stirred at r.t. for 5 h then heated at 70C for 40 h. Volatiles were removed in vacuo and the residue purified by flash chromatography (95:5 EtOAc/MeOH as eluent) to afford the title compound as a white crystalline solid (963 mg; 75 %). deltaH (400 MHz, CDCl3) 2.91 (t, J = 7.2, 2H), 3.57 (t, J = 4.8, 4H), 3.66 (q, J = 7.2, 2H), 3.77 (t, J = 4.8, 4H), 5.00 (br s, IH), 5.90 (s, IH), 7.24 (dd, J = 7.6 and 4.8, IH), 7.55 (d, J = 7.6, IH), 8.49-8.51 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 20173-24-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIRAMED LIMITED; THE INSTITUTE OF CANCER RESEARCH; WO2008/125839; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7356-60-7 , The common heterocyclic compound, 7356-60-7, name is Nicotinimidamide hydrochloride, molecular formula is C6H8ClN3, 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.

Put compound A (10g, 23.03mmole) and 3,5-dibromobenzaldehyde (6.63g, 25.12mmole) in the reaction tank. After fully removing the water, add 150 ml of ethanol and start stirring. Then, sodium methoxide (0.33 g, 6.2 mmole) was added, and the mixture was stirred at room temperature for 16 hours. Thereafter, 3-Amidinopyridinium chloride (3.96 g, 25.13 mmole) and sodium hydroxide (1.6 g, 40.3 mmole) were added, and 30 ml of toluene was added thereto. The heating device was turned on and heated until 75 C and reacted overnight. After the reaction was completed, the solid was collected by filtration, heated and stirred with 250 ml of toluene, and the solid was filtered to obtain a milky white compound G (about 4.7 g).

The synthetic route of 7356-60-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yulei Optoelectric Technology Co., Ltd.; Huang Helong; Zhao Dengzhi; Xu Bowei; Lai Zhenchang; Yin Lijia; Zhang Minzhong; (32 pag.)CN110746412; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 54221-95-3, 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. 54221-95-3, name is 2-Acetylaminoisonicotinic acid, molecular formula is C8H8N2O3, 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.

2-Amino-isonicotinic acid methyl ester (2-3) 2-Acetylamino-isonicotinic acid (3.10 g, 17.2 mmol) was stirred in 35 mL MeOH at 0° C. HCl (g) was bubbled through the solution for 10 minutes and then the reaction was heated to reflux. After 16 hours the reaction was concentrated in vacuo. The residue was diluted with water and the pH was adjusted to 7 with Na2CO3 (s). A white precipitate formed which was filtered to afford a portion of pure desired product. The aqueous phase was extracted three times with 95:5 dichloromethane (DCM)/nBuOH. The organic phases were dried over Na2SO4, filtered and concentrated to afford more of the pure product as a white solid. 1H NMR (CDCl3) delta8.19 (d, 1H, J=5.3 Hz), 7.17 (dd, 1H, J=1.4, 5.3 Hz), 7.07 (d, 1H, J=1.3 Hz), 4.64 (bs, 2H), 3.92 (s, 3H). MS [M+H]+=153.0.

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 54221-95-3, 2-Acetylaminoisonicotinic acid.

Reference:
Patent; Ren, Yu; Karki, Shyam B.; Zhao, Matthew M.; Bidodeau, Mark T.; US2004/23981; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13603-44-6, 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. 13603-44-6, name is 2,6-Dimethylpyridin-4-ol. A new synthetic method of this compound is introduced below.

2,6-Dimethyl-pyridin-4-yl trifluoromethanesulfoiiate (91)A suspension of pyridone 90 (5.0 g, 40.6 mmol) in DCM (100 mL) at O0C was treated with triethylamine (8.50 mL, 60.9 mmol) followed by trifluoromethane- sulfonic anhydride (10.2 mL, 60.9 mmol), added dropwise via syringe over 5 minutes. After warming to RT and stirring 2 h, the reaction mixture was washed with aqueous NaHCO3 (3 x 100 mL) and reduced in vacuo to afford the title compound.Yield: 9.25 g (quant.).LC/MS ttau 0.96 min.MS(ES+) m/z 256 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13603-44-6, 2,6-Dimethylpyridin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; WYETH; WO2007/89669; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem