Tag: M.W:100-200

Electric Literature of 63071-13-6 , The common heterocyclic compound, 63071-13-6, name is 4-Chloropicolinaldehyde, molecular formula is C6H4ClNO, 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.

General procedure: A single-neck round bottomed flask was charged with dioxane/ H2O (3/1), picolinaldehyde 16 (536mg, 5.0mmol), methyl acrylate (0.54mL, 6.0mmol) and DABCO (34mg, 0.3mmol). The reaction mixture stirred at room temperature for 3h. Then the reaction solution was concentrated under reduced pressure and the residue was purified by silica gel column chromatography eluting with petroleum ether/ethyl acetate (3/1) to afford 0.43g of 17 as dark yellow oil. Yield: 44.7%.

The synthetic route of 63071-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xue, Yu; Tang, Jingshu; Ma, Xiaozhuo; Li, Qing; Xie, Bingxue; Hao, Yuchen; Jin, Hongwei; Wang, Kewei; Zhang, Guisen; Zhang, Liangren; Zhang, Lihe; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 94 – 108;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16133-25-8, Pyridine-3-sulfonyl chloride, 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, Formula: C5H4ClNO2S, blongs to pyridine-derivatives compound. Formula: C5H4ClNO2S

5- (2-fluorophenyl) pyrrole-3-carbaldehyde 10g, 4- dimethylaminopyridine 1.3g, triethylamine 7.5g and acetonitrile (40ml) added to the reaction flask, stirred at room temperature; pyridine-3-sulfonyl chloride 11.3g and acetonitrile (10ml), the reaction flask was added dropwise; the reaction was heated to 45 1.5 hours; cooled to 25 , was added water (30ml); the system with concentrated hydrochloric acid adjusted to ph 4-5, stirred for half an hour at 25 deg.] C; was cooled to 0-5 deg.] C stirred for 1 hour; the filter cake with acetonitrile: water (1: 2) 30ml rinsed again with water (20ml) was rinsed 2 times, 50 deg.] C and dried in vacuo to give 5- (2-fluorophenyl yl) -1- (pyridin-3-sulfonyl) pyrrole-3-carbaldehyde 15g;

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16133-25-8, Pyridine-3-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang Sincerity Pharmaceutical Co., Ltd.; Mao Liping; (9 pag.)CN104860926; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 2587-02-2, 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.2587-02-2, name is 2,6-Dichloropyridin-4-amine, molecular formula is C5H4Cl2N2, molecular weight is 163.0047, as common compound, the synthetic route is as follows.

Intermediate 35 : 4-Chloro-6-methoxy-pyridine-2-carboxylic acid 35.1 : 2-Chloro-6-methoxy-pyridin-4-ylamine To a solution of 1.84 g (44.0 mmol) sodium in 40 mL MeOH was added 6.72 g (40.0 mmol) 2,6- dichloro-pyridin-4-ylamine. The reaction mixture was stirred at 150 C for 30 min under microwave irradiation. The solvent was evaporated and ice water was added. The precipitate was filtered off, washed with water and dried. yield: 5.00 g (79 %); ESI-MS: m/z = 159 (M+H)+; Rt(HPLC): 0.41 min (method 5)

Statistics shows that 2587-02-2 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloropyridin-4-amine.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 83732-68-7, 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. 83732-68-7, name is 2,3-Dichloro-6-methoxypyridine, molecular formula is C6H5Cl2NO, 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.

A RBF was charged with 2,3-dichloro-6-methoxypyridine (4.84 g, 27.2 mmol, Accel Pharmtech), DCM (40.0 ml), AcOH (40.0 ml), and sulfuric acid (0.797 ml, 14.95 mmol) to give a clear solution. N-iodosuccinimide (6.12 g, 27.2 mmol) was added in one portion to give a maroon-colored solution. The reaction was stirred for three hours at RT. The mixture was diluted with ethyl acetate, washed with water, washed with 10% aq. sodium thiosulfate, washed with brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (80-g Redi-Sep Gold column, 0-15% Et20/Heptane) to afford 2,3-dichloro-5-iodo-6-methoxypyridine (6.29 g, 20.70 mmol, 76% yield) as a white solid. m/z (ESI) 304.0 (M+H)+.

According to the analysis of related databases, 83732-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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. 14667-47-1, name is Methyl 2-aminonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8N2O2

Preparation 76: 2-Amino-5-(4-fluorophenoxy)nicotinic add methyl ester To 2-aminonicotimc acid methyl eater (5.5g, 36.2mmol) in DMF (70mL) was added N-iodosuccinimide (9.8g, 43.7rmnol). After 16h the mixture was poured into sat. sodium thiosulfite solution and then extracted with Et20. The organic phase was washed with water, brine, dried (MgS04) and the solvent was removed in vacuo to give 2-amino-5-iodonicotinic acid methyl ester. To 4-fluorophenol (2.4g, 21.6mmol) in dioxane (50mL) was addedCS2CO3 (6g, 25.2mmol) and the mixture was heated to 50C. After 20min Cul (0.56g, 3.0mmol) and 2-ammo-5-iodonicotrriic acid methyl ester (2g, 7.2mmol) were added and the mixture heated under reflux for 16h. After cooling the solvent removed in vacuo, the residue was partitioned between EtOAc and 4N HQ, the organic phase was extracted with 6N HC1 and the organic phase discarded. The combined aqueous phase was basified with NH4OH and re-extracted with EtOAc. The organic phase was dried (MgS04) and the solvent was removed in vacuo. The residue was purified by column chromatography (1 :3EtOAcrHexane) to give, after removal of the solvent in vacuo, the title compound: RT= 3.30min; m/z (ES+) = 263.2 [M+ Iff”.

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, 14667-47-1, Methyl 2-aminonicotinate.

Reference:
Patent; PROSIDION LIMITED; BLOXHAM, Jason; BRADLEY, Stuart Edward; SAMBROOK-SMITH, Colin Peter; SMYTH, Donald; KEILY, John; DAWSON, Graham John; RASAMISON, Chrystelle Marie; BELL, James Charles; WO2011/117254; (2011); 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. 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H9NO3

Dess-Martin reagent (207 mg, 0.49 mmol) was added to a stirring solution of 6- hydroxymethyl-nicotinic acid methyl ester (55 mg, 0.33 mmol) in DCM (17 mL). After stirring for 3 h the solvent was removed in vacuo. The residue was purified by flash chromatography on silica gel (elution with n-hexane/EA 4:1) to give the title compound.GCMS (m/z): 165.2

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, 56026-36-9, Methyl 6-(hydroxymethyl)nicotinate.

Reference:
Patent; JERINI AG; WO2009/36996; (2009); A2;,
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. 1597-32-6, name is 2-Amino-6-fluoropyridine, molecular formula is C5H5FN2, 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. Product Details of 1597-32-6

Synthesis o -bromo-6-fluoro-2-pyridylamine [00108] To a solution of 6-fluoro-2 -pyridylamine (1.0 g, 8.93 mmol) in chloroform (55 mL) was added N-bromosuccinimide (1.59 g, 8.93 mmol). The solution was stirred in the dark for 15 hours, at which time it was added to CH2CI2 (200 mL) and IN NaOH(50 mL). Upon mixing, the layers were separated and the organic layer was washed with NaCl(Sat.) (50 mL), dried over Na2S04, filtered and concentrated. The crude material was purified by Si02 chromatography (25% EtOAc/ hexanes) yielding 5-bromo-6-fiuoro-2- pyridylamine (386 mg, 22%). LCMS (m/z): 190.9/192.9 (MH ); ¾ NMR (CDC13): delta 7.59 (t, J = 8.7 Hz, 1H), 6.25 (dd, J= 8.1, 1.2 Hz, 1H), 4.58 (bs, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1597-32-6.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; ZHAO, Jean J.; WANG, Qi; WO2012/109423; (2012); 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 133627-45-9, name is 2-Chloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 133627-45-9

(1) Add 37.0 g of sodium metal (Na) to 383 ml of methanol (MeOH) in 1L three-necked flask in portions, and add hydrogen over about 50 min to control the release of hydrogen. When Na is clear, dissolve 38.3 g of compound 12- Methyl-3-aminopyridine and cuprous iodide were all placed in a 1 L autoclave and heated to 110 C. overnight (about 14 h); on the next day, the reaction was complete by TLC and the solvent was decanted and ice-dissolved. 500 mL of MTBE Ether), the organic phase was dried and the solvent was decanted to give 229.4 g of product in 78.7% yield.TLC information: Raw Rf = 0.4, Product Rf = 0.7.Developing solvent: petroleum ether: ethyl acetate (PE: EA) = 10: 1.

With the rapid development of chemical substances, we look forward to future research findings about 133627-45-9.

Reference:
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (7 pag.)CN104230811; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69627-02-7, 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 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of thieno[3,2-b]pyridin-7-ol (from Aldrich) (0.54 g, 3.6 mmol) and N-iodosuccinimide (0.88 g, 3.9 mmol) in acetonitrile (10 mL) was heated at reflux overnight. The mixture was concentrated under reduced pressure to give the desired product which was used in the next step without further purification. LCMS calculated for C7H5INOS (M+H)+: m/z=277.9. Found: 277.8.

According to the analysis of related databases, 69627-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); 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. 10128-71-9, name is 3-Hydroxyisonicotinic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C6H5NO3

A solution of 3-hydroxyisonicotinic acid (495 g, 3.56 mol) in EtOH (7 L) and concentrated H2SO4 (250 mL) was heated under reflux for 72 h and then cooled to rt and concentrated under reduced pressure to remove the solvent. The residue was dissolved in water (3 L) and the pH was adjusted to 4 by addition of saturated aqueous NaHCO3 solution. The resulting precipitate was removed by filtration and the filtrate was extracted with DCM (2 Lx3 ). The combined organic phase was washed with brine, dried over anhydrous Na2SO4 and then concentrated under reduced pressure to give ethyl 3-hydroxyisonicotinate (414 g, 70%) as yellow oil.

The synthetic route of 10128-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem