Day: September 17, 2021

Related Products of 1180132-17-5, 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.1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine, molecular formula is C12H20N4, molecular weight is 220.31, as common compound, the synthetic route is as follows.

Nitrogen was bubbled into a solution of compound 104 (40 mg, 0.13 mmol, 1.0 eq), compound 8 (30.2 mg, 0.137 mmol, 1.05 eq), Pd2(dba)3 (11.9 mg, 0.013 mmol, 0.1 eq), Xantphos (15 mg, 0.026 mmol, 0.2 eq) and CS2CO3 (84.7 mg, 0.26 mmol, 2.0 eq) in dioxane (2 mL) for 5 mins. The mixture was stirred at 110 C for 2 h. After completion, the mixture was cooled down to RT, the mixture was diluted with DCM (5 mL) and filtered through celite, washed with DCM (4 mL), dried over sodium sulfate, concentrated and purified by pre-HPLC to give the desired product (20 mg, 31%). *H NMR (300 MHz, CDCb): delta 8.40-8.34 (m, 2 H), 8.27 (s, 1 H), 8.23 (s, 1 H), 8.09 (s, 1 H), 7.82 (d, J= 13.5 Hz, 1 H), 7.72 (d, J= 7.8 Hz, 1 H), 4.53 (t, J= 7.2 Hz, 2 H), 3.50 (s, 1 H), 3.32 (t, J= 7.2 Hz, 2 H), 2.88-2.83 (m, 2 H), 2.61-2.43 (m, 10 H), 1.09 (t, J= 6.9 Hz, 3 H). LC-MS (ESI): (M+H)+ = 491.3.

The chemical industry reduces the impact on the environment during synthesis 1180132-17-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14529-54-5 ,Some common heterocyclic compound, 14529-54-5, molecular formula is C6H5Br2NO, 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 sealed tube was equipped with a magnetic stirrer and charged with 285b (1.1 g, 6.4 mmol), 3,5-dibromo-l-methylpyridin-2(lH)-one 5 (1.7 g, 6.4 mmol) and cesium carbonate (4.6 g, 14 mmol) in 1,4-dioxane (64 mL). After bubbling nitrogen through the solution for 30 min, Xantphos (440 mg, 0.8 mmol) and tris(dibenzylideneacetone) dipalladium(O) (400 mg, 0.5 mmol) were added, and the reaction mixture was heated to 100 C for 16 h. After this time, water (50 mL) and ethyl acetate (50 mL) were added. The aqueous layer was separated and extracted with ethyl acetate (2 x 50 mL). The combined organic extracts were washed with brine (100 mL) and dried over sodium sulfate. The resulting residue was purified by column chromatography eluting with a gradient of methylene chloride – 60:35:5 methylene chloride: diethyl ether: methanol to afford a 28% yield (620 mg) of 285c.

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. 14529-54-5, 3,5-Dibromo-1-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone, 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, 53937-02-3, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Benzyloxy-2-(1H)-pyridone

A. Preparation of the intermediate compounds; Al. Preparation of intermediate compound 1-1; To a solution of 4-benzyloxy-2(lH)-pyridone (2 g, 10.0 mmol) in DCM (20 ml), was added 4-bromophenylboronic acid (4 g, 24.0 mmol), Cu(OAc)2 (0.360 g, 2.0 mmol), pyridine (1.51 ml, 20.0 mmol), TEMPO (1.72 g, 11 mmol) and molecular sieves (4 A) (2 g). The reaction mixture was stirred overnight at room temperature. The solid was filtered off. The filtrate was treated with an aqueous solution of NH4OH. The organic layer was separated, dried (Na2SO4) and the solvent evaporated. The resulting residue was purified by column chromatography (DCM 100 to DCM/EtOAc 4/1). The desired fractions were collected and the solvent was evaporated. The residue was treated with DIPE to yield intermediate compound 1-1 (3.16 g, 89 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53937-02-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/141200; (2007); A1;,
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

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

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. 115309-57-4, name is tert-Butyl 6-chloronicotinate. This compound has unique chemical properties. The synthetic route is as follows. name: tert-Butyl 6-chloronicotinate

(D) A mixture of 2-(2-aminoethyl)-4-bromophenyl benzyl ether (3 g), tert-butyl 2-chloro-5-pyridinecarboxylate (2.1 g) (prepared from the acid by standard procedures), and potassium carbonate (1.4 g) in N-methylpyrrolidone (20 ml) was heated at 120 C. for 16 hours. To the reaction mixture was added diethyl ether (200 ml) and water (200 ml), the layers separated, the organic layer washed with water, dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel eluding with dichloromethane/ethyl acetate mixtures (100:0, 95:5) to give tert-butyl 2-[N-(2-benzyloxy-5-bromophenethyl)amino]-5 -pyridinecarboxy late (1.0 g).

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, 115309-57-4, tert-Butyl 6-chloronicotinate.

Reference:
Patent; Zeneca Limited; US5834468; (1998); A;,
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

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

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

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