254-79-5 | Heterocyclic Building Blocks-Naphthyridine

Extracurricular laboratory: Synthetic route of 254-79-5

254-79-5, 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.,254-79-5 ,1,5-Naphthyridine, other downstream synthetic routes, hurry up and to see

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 1,5-Naphthyridine, and cas is 254-79-5, its synthesis route is as follows.

1,5-naphthyridine (111.6 g, 0.85 mol) was dissolved in acetic acid (1000 mL), sodium acetate (140.9 g, 1.72 mol) was added and heated to 80 C.A solution of bromine (153 g, 0.96 mol) in 150 mL was added dropwise thereto, maintaining the temperature of the reaction mixture at 80 C – 90 C, and the reaction was completed at 85 C for 3 h.After cooling, the reaction solution was spun and H2O (1000 mL) was added.The mixture was made alkaline with 50% aqueous sodium hydroxide solution, stirred for 30 min, suction filtered, and the filter cake was washed with water and dried.Crude product added to ethyl acetate (1600 mL)Heated to reflux for 3 h.After cooling to room temperature, filtration, the filter cake was washed with ethyl acetate and dried to give 3,7-dibromo-1,5-naphthyridine.The filtrate was spun dry to give a crude 3-bromo naphthyridine (84 g, white yellow solid, yield 47%).Purification by petroleum ether: ethyl acetate = 20:1 – 10:1 yielded pure 3-bromonaphthalene (67 g, white solid, yield 37%).

Reference£º
Patent; Suzhou Kangrun Pharmaceutical Co., Ltd.; Jin Haowen; Xu Weiliang; Xu Weizheng; (8 pag.)CN108658977; (2018); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The important role of 254-79-5

It is a common heterocyclic compound, the naphthyridine compound, 1,5-Naphthyridine, cas is 254-79-5 its synthesis route is as follows.

Preparation 63-Bromo-[1 ,5]naphthyridine[00123] [1 ,5]Naphthyridine (200 mg, 1.53 mmol) is dissolved in 2 ml_ of acetic acid, sodium acetate (300 mg, 3.07 mmol) is added, the mixture is heated to 85 0C and a solution of bromine (0.087 ml_, 270 mg, 1.69 mmol) in 0.3 ml_ acetic acid is added dropwise. The mixture is heated for 3 h, cooled and evaporated to dryness. The residue is purified by flash column chromatography to give 65 mg of title compound along with dibrominated product.

Reference£º
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; WEIL, Tanja; HECHENBERGER, Mirko; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; ERDMANE, Elina; SMITS, Gints; WO2011/15343; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Downstream synthetic route of 1,5-Naphthyridine

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine,belong naphthyridine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO113,mainly used in chemical industry, its synthesis route is as follows.,254-79-5

[000712j To a solution of Compound 90A (1.0 g, 7.69 mol) in acetic acid (8 mL) was added NaOAc (1 .26 g, 15.38 mmol) and a solution of bromine (0.43 mL, 8.46 mmol) in acetic acid (2 mL) at 85 C. The mixture was stirred at 85 C for four hours, cooled to room temperature, and filtered. The filtrate was concentrated under vacuum and the residue was purified with flash column chromatography on silica gel (petroleum in ethyl acetate, 30% v/v) to render Compound 90B. LC-MS (ESI) mlz: 209 [M+H] ?H-NMR (CDC13, 400 MHz) 5 (ppm) 7.70 (dd, J= 4.0, 8.8 Hz, 1H), 8.43 (d, J= 8.4 Hz, 1H), 8.63 (d, J 2.4 Hz, 1H), 7.45 (t,J=2.4Hz, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine,belong naphthyridine compound

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The important role of 254-79-5

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

Name is 1,5-Naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 254-79-5, its synthesis route is as follows.,254-79-5

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

The important role of 1,5-Naphthyridine

The chemical industry reduces the impact on the environment during synthesis,254-79-5,1,5-Naphthyridine,I believe this compound will play a more active role in future production and life.

254-79-5, 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. 1,5-Naphthyridine, cas is 254-79-5,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Example la: Synthesis of 3-bromo-l,5-naphthyridine (C-2) [00305] To a stirred mixture of 1,5-naphthyridine (C-1) (50.0 g, 384 mmol, 1.0 eq) and sodium acetate(62.9 g, 768 mmol, 2.0 eq) in acetic acid (300 mL) at 80 C, a solution of bromine (67.5 g, 422 mmol, 1.1 eq) in acetic acid (80 mL) was added dropwise while keeping the reaction temperature at 80 C to 90 C. After stirring for 2 h at 80 C, the reaction was complete based on TLC analysis. The resulting mixture was cooled to RT and then filtered. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (0-30% ethyl acetate-petroether) to afford the desired product 3-bromo-l,5-naphthyridine (C-2) (36.5 g, 45 % yield ) as a pale yellow solid. lR NMR (300 MHz, CDC13- (5) delta: 8.97 (m, 2H), 8.57 (s, 1H), 8.37 (d, J = 8.4 Hz, 1H), 7.65 (m, 1H); ESI-MS m/z : 208.96 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,254-79-5,1,5-Naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Introduction of a new synthetic route about 254-79-5

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,5-Naphthyridine, 254-79-5

3-Bromo-1,5-naphthyridine (5) To a stirring solutionof compound 4 (2.7 g, 20.76 mmol) and NaOAc(3.41 g,41.52 mmol) in 10 mL glacial AcOH at 85C was added a solution of Br2 (1 M) in AcOH (35 mL) for 5 h,then cooled to room temperature and concentrated in vacuum to remove AcOH.Purification by chromatography (PE/EA = 2:1) provided compound 5 (2.36 g, 55%) as a whitesolid. MP: 107~108C (Ref.2 108~109C).1H NMR (400 MHz,CDCl3): delta 8.96 (d, J = 2.1 Hz, 2H), 8.56 (s, 1H), 8.36 (d, J = 8.5 Hz, 1H), 7.69-7.56 (m, 1H).

Reference£º
Article; Wu, Jing-Fang; Liu, Ming-Ming; Huang, Shao-Xu; Wang, Yang; Bioorganic and Medicinal Chemistry Letters; vol. 25; 16; (2015); p. 3251 – 3255;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 254-79-5

With the rapid development of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

1,5-Naphthyridine, cas is 254-79-5, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Example 12; 220 221 222Part A: To a solution of compound 220 (1.0Og, 6.02 mmol) in carbon tetrachloride (60 ml_) was added dropwise, bromine (1.15 g, 7.20 mmol) as a carbon tetrachloride solution (6 mL). The resulting solution was refluxed for 1 hour. Pyridine (0.5 ml_, 6.0 mmol) as a carbon tetrachloride solution (10 mL) was added over a period of 1 hour to the refluxing reaction mixture. The reaction was stirred at reflux for 16 hours at which time LC-MS indicated that the reaction was complete. The reaction mixture was cooled to room temperature, resulting in the formation of a precipitate, which was filtered. The carbon tetrachloride filtrate was set aside. The collected brown solid was taken up in 10% NaOH (100 mL) and stirred at room temperature for 1 hour. This solution was extratcted with chloroform. The chloroform and carbon tetrachloride solutions were combined and concentrated in vacuum. Purification by column chromatography (Sitheta2, 20% EtOAc / DCM) afforded compound 221 as a white solid 0.17 g, (14%). 1H NMR (400 MHz, DMSO-d6) delta 9.07 (d, 1 H), 9.02 (dd, 1 H), 8.74 (m, 1 H), 8.45 (m, 1 H), 7.83 (dd, 1 H)., 254-79-5

With the rapid development of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

Reference£º
Patent; SCHERING CORPORATION; WO2008/82487; (2008); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The important role of 1,5-Naphthyridine

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

Name is 1,5-Naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 254-79-5, its synthesis route is as follows.,254-79-5

With the complex challenges of chemical substances, we look forward to future research findings about 1,5-Naphthyridine

Reference£º
Patent; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 254-79-5

As the paragraph descriping shows that 254-79-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.254-79-5,1,5-Naphthyridine,as a common compound, the synthetic route is as follows.,254-79-5

To a stirred mixture of 1,5-naphthyridine (C-1) (50.0 g, 384 mmol, 1.0 eq) and sodium acetate(62.9 g, 768 mmol, 2.0 eq) in acetic acid (300 mL) at 80 C, a solution of bromine (67.5 g, 422 mmol, 1.1 eq) in acetic acid (80 mL) was added dropwise while keeping the reaction temperature at 80 C to 90 C. After stirring for 2 h at 80 C, the reaction was complete based on TLC analysis. The resulting mixture was cooled to RT and then filtered. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (0-30% ethyl acetate-petroether) to afford the desired product 3-bromo-l,5-naphthyridine (C-2) (36.5 g, 45 % yield ) as a pale yellow solid. :H NMR (300 MHz, CDCl3-Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; CAMPBELL, Simon, Fraser; WO2011/149937; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Downstream synthetic route of 254-79-5

As the paragraph descriping shows that 254-79-5 is playing an increasingly important role.

254-79-5, 1,5-Naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,254-79-5

As the paragraph descriping shows that 254-79-5 is playing an increasingly important role.