Tag: M.W:100-200

249889-68-7, 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. 8-Chloro-2-methoxy-1,5-naphthyridine, cas is 249889-68-7,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

The residue was suspended in diisopropylethylamine (7 ml), phosphorus oxychloride (1.5 ml) was added to the suspension, and the mixture was stirred at 100C for one hr. Water was added to the reaction mixture under ice cooling. The aqueous layer was neutralized with an aqueous sodium hydrogencarbonate solution, and the organic layer was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with an acetone-chloroform system to give 8-chloro-2-methoxy-[1,5]naphthyridine (572 mg, yield 29%) (3 steps). 8-Chloro-2-methoxy-[1,5]naphthyridine (50 mg), 5,6-dimethyl-[2,2′]bipyridinyl-3-ol (51 mg), and 4-dimethylaminopyridine (94 mg) were dissolved in dimethylsulfoxide (1.5 ml), cesium carbonate (251 mg) was added to the solution, and the mixture was stirred at 130C overnight. The reaction mixture was cooled to room temperature, and water was added thereto. The organic layer was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a methanol-chloroform system to give the title compound (70 mg, yield 75%). 1H-NMR (CDCl3, 400 MHz): delta 2.34 (s, 3H), 2.66 (s, 3H), 3.92 (s, 3H), 6.92 (d, J = 5.4 Hz, 1H), 7.17 – 7.26 (m, 3H), 7.65 (dd, J = 7.6, 7.6 Hz, 1H), 8.16 (d, J = 8.1 Hz, 1H), 8.36 (s, 1H), 8.53 (d, J = 5.9 Hz, 1H), 8.58 (m, 1H) Mass spectrometric value (ESI-MS, m/z): 381 (M+Na)+

The chemical industry reduces the impact on the environment during synthesis,249889-68-7,8-Chloro-2-methoxy-1,5-naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 1,8-Naphthyridine-2-carboxylic acid, and cas is 215523-34-5, its synthesis route is as follows.,215523-34-5

14.00 mmol of corresponding amino derivative and 10.00 mmol of carboxylic acid, 11.00 mmol of 1-hydroxybenzotriazole and 11.10 mmol of N’-(3-dimethylaminopropyl)-N-ethylcarbodiimid hydrochlorid in 120 cm3 N,N dimethylformamide was stirred overnight at room temperature. Then 1000 g of crashed ice was added and stirred further one hour. The precipitate was filtered off, washed with saturated NaHCO3 solution, water and dried at room temperature. The crude material was refluxed in ethylalcohol for 10 minutes, cooled back and filtered off.

With the complex challenges of chemical substances, we look forward to future research findings about 215523-34-5,belong naphthyridine compound

Reference£º
Patent; Klebl, Bert; Baumann, Matthias; Hoppe, Edmund; Brehmer, Dirk; Daub, Henrik; Keri, Gyorgy; Varga, Zoltan; Marosfalvi, Jeno; Orfi, Laszlo; US2008/187575; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

1,8-Diazanaphthalene, cas is 254-60-4, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

A. A solution of [1,8]naphthyridine (0.2 mmol) and potassium amide (0.8 mmol) in liquid ammonia (20 mL) is stirred at -40 C. for 3 h. The solution is concentrated. Residue is partitioned between EtOAc and water. EtOAc layer is separated and washed successively with water and brine. EtOAc layer is dried over sodium sulfate, filtered and concentrated to give [1,8]naphthyridin-2-ylamine which is used as is for the next step., 254-60-4

With the rapid development of chemical substances, we look forward to future research findings about 1,8-Diazanaphthalene

Reference£º
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 8-Chloro-3-methoxy-1,5-naphthyridine, and cas is 952059-69-7, its synthesis route is as follows.,952059-69-7

Example 37 (Method Cl); Synthesis of N-(4-(7-methoxy-l ,5-naphthyridin-4-yloxy)phenyl)-4-(4- methoxyphenyl)phthalazin-l-amineA 5 mL microwave tube was charged with 4-(4-(4-methoxyphenyl)phthalazin-l- ylamino)phenol and 3 equivalents of cesium carbonate (342 mg, 1.048 mmol) in 1.8 mL of DMF. The mixture was stirred at RT for 10 min. Following addition of 8-chloro-3- methoxy-l,5-naphthyridine (88 mg, 0.454 mmol), the vessel was capped and irradiated at 150 0C for 15 min in the microwave, at which time the reaction was determined complete by LC/MS. The mixture was cooled to ambient temperature and diluted with water. The solids were filtered and washed with water. The solids were triturated with methanol, filtered to remove remaining impurities, washed with additional methanol and dried under vacuum to afford N-(4-(7-methoxy- 1 ,5-naphthyridin-4-yloxy)phenyl)-4-(4- methoxyphenyl)phthalazin-l -amine as a light orange solid. MS [M+H]=502; Calc’d 501.54 for C30H25N5O3.

With the complex challenges of chemical substances, we look forward to future research findings about 952059-69-7,belong naphthyridine compound

Reference£º
Patent; AMGEN INC.; WO2008/124083; (2008); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 2-Chloro-1,8-naphthyridine, and cas is 15936-10-4, its synthesis route is as follows.,15936-10-4

EXAMPLE 2 Preparation of 2-(4-(1,8-naphthyridin-2-yloxy)phenoxy)propanoic acid STR9 A 3-necked flask was equipped with a thermometer, a magnetic stirrer, a reflux condenser and a nitrogen line and flushed with nitrogen. The flask was charged with 15 ml of hexane and 1.38 gm (28.8 m moles) of 50% NaH/oil dispersion. After stirring for 10 minutes the hexane was decanted and replaced with 5 ml of DMSO followed by the dropwise addition of a solution of 2.18 gm (12 m moles) of 2-(4-hydroxyphenoxy)propanoic acid in 5 ml of DMSO. The mixture was warmed to 60 C. and a solution of 1.97 gm of 2-chloro-1,8-naphthyridine in 10 ml of DMSO was added. After warming the reaction mixture at 95 C. for one hour, the mixture was cooled to room temperature and water cautiously added. The solution was extracted with methylene chloride and the aqueous phase neutralized with acetic acid to give a white precipitate. The aqueous mixture was extracted with CH2 Cl2 and the organic layer washed twice with water, dried over Na2 SO4 and evaporated to dryness to give 3.3 gm of yellow solid which could not be redissolved in ether or CH2 Cl2.

With the complex challenges of chemical substances, we look forward to future research findings about 15936-10-4,belong naphthyridine compound

Reference£º
Patent; The Dow Chemical Company; US4472193; (1984); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

952059-69-7, 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. 8-Chloro-3-methoxy-1,5-naphthyridine, cas is 952059-69-7,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine To a resealable pressure vessel was added n-methyl-4-nitroaniline (0.911 ml, 7.19 mmol), pyridinium p-toluenesulfonate (1.81 g, 7.19 mmol), 8-chloro-3-methoxy-1,5-naphthyridine (1.000 g, 5.14 mmol), and n-BuOH (15 mL). The vessel was sealed and heated to 100 C. After 4 h, the mixture was cooled to RT, diluted with 1 N NaOH, and extracted with EtOAc. The organic fraction was dried with Na2SO4, concentrated in vacuo, and purified by silica gel chromatography using 50-100% Hexanes:EtOAc to afford 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine as a yellow solid. MH+=311.21.51 min.

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 8-Chloro-3-methoxy-1,5-naphthyridine, 952059-69-7

Reference£º
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

It is a common heterocyclic compound, the naphthyridine compound, 1,7-Naphthyridin-2(1H)-one, cas is 54920-82-0 its synthesis route is as follows.

1,7-naphthyridin-2(1H)-one (900 mg, 6.16 mmol) was suspended in EtOH (6 mL) and heated at 70¡ãC for 10 mins. Benzyl bromide (6 mL) was added. The mixture was refluxed for 16 h and then cooled to RT. The precipitated solid was filtered, washed with EtOH and dried under vacuum to afford 7-benzyl-2-oxo- 1 ,2-dihydro- 1 ,7-naphthyridin- 7-ium (1.3 g, 89percent) as an off-white solid. MS (ESI) mlz 237.1 [M+H].

54920-82-0, 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.,54920-82-0 ,1,7-Naphthyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

1569-16-0, 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. 2-Methyl[1,8]-Naphthyridine, cas is 1569-16-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Int-19B. Ethyl (?)-4-(2-(l,8-naphthyridin-2-yl)vinyl)-lH-pyrrole-2-carboxylate: A solution of Int-19A (0.300 g, 2.08 mmol), commercially available ethyl 4-formyl-lH- pyrrole-2-carboxylate (0.348 g, 2.08 mmol), and 4-methylbenzenesulfonamide (0.356 g, 2.08 mmol) in toluene (4.5 mL) was stirred at reflux for 21 h. The precipitate was collected, triturated with DCM (2x) and the solid air-dried under vacuum to yield Int-19B (0.519 g, 94%) as a yellow solid. NMR (500 MHz, DMSO-c) delta 12.14 (br. s., 1H), (0504) 9.01 (dd, J = 4.3, 2.1 Hz, 1H), 8.41 – 8.28 (m, 2H), 7.82 (d, J = 16.2 Hz, 1H), 7.76 (d, J = 8.5 Hz, 1H), 7.52 (dd, J = 8.0, 4.1 Hz, 1H), 7.46 (s, 1H), 7.24 – 7.16 (m, 2H), 4.27 (q, J = (0505) 7.2 Hz, 2H), 1.31 (t, J= 7.0 Hz, 3H). HPLC retention time (Method 1): 1.973 mia; LCMS (ES): m/z 294.0 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,1569-16-0,2-Methyl[1,8]-Naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (117 pag.)WO2018/89360; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

337958-60-8, 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. 5,7-Dichloro-1,6-naphthyridine, cas is 337958-60-8,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

To an ice cooled solution of 1 ,1-dimethylethyl (3S)-3-fluoro-3-(hydroxymethyl)-1 – piperidinecarboxylate (1.406g, 6.03mmol) in DMF (20ml) was added sodium hydride (0.313g, 7.84mmol) (60% dispersion in mineral oil). This was stirred for 15min before adding 5,7-dichloro-1 ,6-naphthyridine (1 .2g, 6.03mmol). This was warmed to room temp and stirred for 4h. The reaction had gone to completion and so was cautiously quenched with aqueous ammonium chloride before partitioning between aqueous ammonium chloride and ethyl acetate. The layers were separated and the aqueous was re-extracted with ethyl acetate. The combined organics were washed with brine and concentrated in vacuo to give the crude product. This was dissolved in DCM and purified through silica (50g), eluting with a gradient of 0-50% ethyl acetate in DCM. Appropriate fractions were concentrated in vacuo to yield the title compound as a cream foamy gum (1.91 g).LCMS: Rt = 1.18min, MH+ = 395.85

The chemical industry reduces the impact on the environment during synthesis,337958-60-8,5,7-Dichloro-1,6-naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis Louis; BARKER, Michael David; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; PATEL, Vipulkumar Kantibhai; PRESTON, Alexander George Steven; WILSON, David Matthew; WO2011/134971; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

91870-15-4, 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. 2,5-Dichloro-1,8-naphthyridine, cas is 91870-15-4,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

The product from Example 21d (0.67 g, 3.36 mmol) and the product from Example9c (0.78 g, 3.36 mmol) in 10 mL ethanol were heated under reflux for 5.5 hr. The reaction mixture was cooled to room temperature and the solvent was removed concentrated under vacuum leaving yellow solid that was used without further purification (1.43 g, 100 percent).

The chemical industry reduces the impact on the environment during synthesis,91870-15-4,2,5-Dichloro-1,8-naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; ABBOTT LABORATORIES; WO2008/133753; (2008); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem