Heterocyclic Building Blocks-Naphthyridine

Name is 1,6-Naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 253-72-5, its synthesis route is as follows.,253-72-5

EXAMPLE 3 Preparation of 5,6,7,8-tetrahydro-6-(3-butenyl)-1,6-naphthyridine (Compound No. 14) A mixture of 1,6-naphthyridine (3.9 g, 0.03 mol) and 4-bromo-1-butene (4.9 g, 0.036 mol) was heated at 70¡ã-80¡ã C. for 5 hours. The reaction mixture was washed with a small quantity of ether, dissolved in methanol (200 ml) and water (60 ml). To the mixture, sodium borohydride (5.7 g, 0.15 mol) was added portionwise over the internal temperature range 0¡ã to 20¡ã C. After stirring overnight at room temperature, the mixture was evaporated in vacuo, water added and extracted with benzene. The benzene layer was dried over anhydrous potassium carbonate and evaporated in vacuo. The resulting residue was purified by alumina column chromatography (eluted successively with petroleum ether, benzene and chloroform) and distilled, bp. 100¡ã-103¡ã C./0.9 mmHg, to afford the Compound No. 14 (1.6 g, 28.4percent) as a colorless oil.

With the complex challenges of chemical substances, we look forward to future research findings about 1,6-Naphthyridine

Reference£º
Patent; Nippon Kayaku Kabushiki Kaisha; US4308273; (1981); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 5,7-Dichloro-1,6-naphthyridine, and cas is 337958-60-8, its synthesis route is as follows.,337958-60-8

To 5,7-dichloro-1 ,6-naphthyridine (5.01 g, 25.2mmol) and 1 , 1 -dimethylethyl (3R)-3- (aminomethyl)-3-fluoro-1 -piperidinecarboxylate (5.32g, 22.90mmol) in NMP (20ml) was added DI PEA (8.00ml, 45.8mmol) and the mixture was stirred at 100C for 72h under nitrogen. The reaction was cooled and partitioned between ethyl acetate and water (200ml each). The aqueous was washed with ethyl acetate. The combined organics were washed with water and the solvent was removed. The residue was dissolved in DCM and loaded onto a 100g silica SNAP column and purified on the SP4 eluting with 0-50% ethyl acetate in cyclohexane over 17CVs. Appropriate fractions were combined and the solvent was removed to give the title compound as a pale orange solid which was dried under high vacuum for 2h (7.61 g).LCMS (Method B): Rt = 1 .12min, MH+ 395/397

With the complex challenges of chemical substances, we look forward to future research findings about 337958-60-8,belong naphthyridine compound

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

As a common heterocyclic compound, it belong naphthyridine compound,4-Bromo-2,7-naphthyridin-1-amine,959558-28-2,Molecular formula: C8H6BrN3,mainly used in chemical industry, its synthesis route is as follows.,959558-28-2

4-(1-Benzenesulfonyl-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2,7-naphthyridin-1-ylamine23.7 g of tripotassium phosphate and 3.2 g of trans-dichlorobis(tricyclohexyl-phosphine)palladium(II) are added to a solution of 12.5 g of 4-bromo-2,7-naphthyridin-1-ylamine in 400 ml of diglyme and 15 ml of water. The mixture is heated to 125, and 25 g of 1-(benzenesulfonyl)-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine in 100 ml of diglyme are added dropwise over the course of 30 minutes. The mixture is stirred at 125 for 3 h, at room temperature for 20 h and the solvent is subsequently removed and the mixture is subjected to conventional work-up. The product is purified by means of flash chromatography over 330 g of silica with a methanol gradient in ethyl acetate with 200 ml/min with UV detection at 254 nm, giving a pure fraction (5.1 g) and a contaminated fraction (6.5 g) of 4-(1-benzenesulfonyl-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2,7-naphthyridin-1-ylamine, M415.47 g/mol, M+H found 416.

With the synthetic route has been constantly updated, we look forward to future research findings about 4-Bromo-2,7-naphthyridin-1-amine,belong naphthyridine compound

Reference£º
Patent; Merck Patent GmbH; Jonczyk, Alfred; Zenke, Frank T.; Amendt, Christiane; US2015/252041; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 6-Bromo-1,8-naphthyridin-2-ol, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 72754-05-3, its synthesis route is as follows.,72754-05-3

Step 1: To a stirred solution of 6-bromo-1,8-naphthyridin-2(1H)-one (1 equiv) in DIVIF (0.2 M) at 25 C were added cesium carbonate (1.3 equiv) and iodoethane (1.1 equiv) and the reaction was stirred for 30 mm. The mixture was poured onto water and extracted three times with ethyl acetate. The combined organics were washed with water and brine, dried over MgSO4, filtered, and concentrated to give 6-bromo-1-ethyl-1,8-naphthyridin-2(1H)-one as a yellow solid in 87% yield, which was used without further purification. LCMS (m/z) (M+H) = 253.0/255.0, Rt = 0.91 mm

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-1,8-naphthyridin-2-ol

Reference£º
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; KARKI, Rajesh; RAMURTHY, Savithri; RAUNIYAR, Vivek; ROBINSON, Richard; SARVER, Patrick James; (374 pag.)WO2017/103824; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

215523-34-5, 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. 1,8-Naphthyridine-2-carboxylic acid, cas is 215523-34-5,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To the resin 13 (560 mg) in DMF (2.5 mL) were added a solutionof the appropriate Fmoc-protected amino acid (see Tables 1-3)(0.3 M), PyBOP (0.3 M) and HOBt (0.3 M) in dry DMF (4.2 mL). Thesuspensions were stirred for 3 min and then DIPEA (0.6 M) wasadded. The suspensions were stirred for 3 h under an argon atmosphereat rt. The resins were washed successively with DCM(150 mL), MeOH (120 mL), DCM (75 mL) and dried overnight undervacuum to give resins 14, each bearing an appropriate Fmoc-protectedamino acid. To the resins 14 (161 mg, 0.13 mmol) wereadded a solution of piperidine (20%, v/v) in DCM (2.1 mL) and themixtures were stirred for 1 h at rt. After filtration, the resins werewashed successively with DCM (50 mL), MeOH (45 mL), DCM(25 mL) and dried under vacuum to give resins 15. Portions(65 mg) of resins 15 were placed in reactor wells (12 mL) of anautomated synthesizer reaction block (40-well format) (AdvancedChemTech). To each well was added a solution of appropriate carboxylicacid (see Tables 1-3) (0.3 M), PyBOP (0.3 M) and HOBt 6-Cl(0.3 M) and DIPEA (0.6 M) in dry DMF (2 mL). The suspensionswere vortexed at 300 rpm over a period of 5 h under an argonatmosphere. The wells were then filtered to remove the reactivesolution from the resins 16 and washed successively with THF,DCM, MeOH and DCM.

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 1,8-Naphthyridine-2-carboxylic acid, 215523-34-5

Reference£º
Article; Talbot, Amelie; Maltais, Rene; Kenmogne, Lucie Carolle; Roy, Jenny; Poirier, Donald; Steroids; vol. 107; (2016); p. 55 – 64;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

215523-34-5, 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. 1,8-Naphthyridine-2-carboxylic acid, cas is 215523-34-5,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To the resin 13 (560 mg) in DMF (2.5 mL) were added a solutionof the appropriate Fmoc-protected amino acid (see Tables 1-3)(0.3 M), PyBOP (0.3 M) and HOBt (0.3 M) in dry DMF (4.2 mL). Thesuspensions were stirred for 3 min and then DIPEA (0.6 M) wasadded. The suspensions were stirred for 3 h under an argon atmosphereat rt. The resins were washed successively with DCM(150 mL), MeOH (120 mL), DCM (75 mL) and dried overnight undervacuum to give resins 14, each bearing an appropriate Fmoc-protectedamino acid. To the resins 14 (161 mg, 0.13 mmol) wereadded a solution of piperidine (20%, v/v) in DCM (2.1 mL) and themixtures were stirred for 1 h at rt. After filtration, the resins werewashed successively with DCM (50 mL), MeOH (45 mL), DCM(25 mL) and dried under vacuum to give resins 15. Portions(65 mg) of resins 15 were placed in reactor wells (12 mL) of anautomated synthesizer reaction block (40-well format) (AdvancedChemTech). To each well was added a solution of appropriate carboxylicacid (see Tables 1-3) (0.3 M), PyBOP (0.3 M) and HOBt 6-Cl(0.3 M) and DIPEA (0.6 M) in dry DMF (2 mL). The suspensionswere vortexed at 300 rpm over a period of 5 h under an argonatmosphere. The wells were then filtered to remove the reactivesolution from the resins 16 and washed successively with THF,DCM, MeOH and DCM.

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 1,8-Naphthyridine-2-carboxylic acid, 215523-34-5

Reference£º
Article; Talbot, Amelie; Maltais, Rene; Kenmogne, Lucie Carolle; Roy, Jenny; Poirier, Donald; Steroids; vol. 107; (2016); p. 55 – 64;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

54920-82-0, 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. 1,7-Naphthyridin-2(1H)-one, cas is 54920-82-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of 6.0 g of 1,7-naphthyridin-2(1H)-one in 60 mL of N,N-dimethylformamide, 2.5 g of 60percent sodium hydride was added at room temperature, and the mixture was stirred at 50 to 60¡ãC for 1 hour. Thereto was added 6.4 mL of 2-bromomethyl-1,3-dioxolan, the temperature was increased to 90 to 95¡ãC, and the reaction mixture was stirred for 2 hours 30 minutes. The temperature was further increased to 95 to 100¡ãC, and the mixture was stirred for 4 hours. Thereto were added 0.82 g of 60percent sodium hydride and 2.1 mL of 2-bromomethyl-1,3-dioxolan and the mixture was further stirred at the same temperature for 2 hours. Thereto were added 0.49 g of 60percent sodium hydride and 1.3 mL of 2-bromomethyl-1,3-dioxolan and the mixture was stirred at 90 to 100¡ãC for 2 hours. Thereto were further added 0.49 g of 60percent sodium hydride and 1.3 mL of 2-bromomethyl-1,3-dioxolan and the mixture was stirred at the same temperature for 4 hours. The reaction mixture was cooled to 5¡ãC, and ethyl acetate and ice water were then added thereto. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by flash silica gel column chromatography using gradient elution with hexane:ethyl acetate = 100:0 to 0:100 and then, using gradient elution with chloroform:methanol = 100:0 to 90:10 to obtain 3.1 g of 1-(1,3-dioxolan-2-ylmethyl)-1,7-naphthyridin-2(1H)-one as a brown solid. 1H-NMR (CDCl3) delta: 3.85-3.94 (2H, m), 3.99-4.08 (2H, m), 4.58 (2H, d, J = 4.5 Hz), 5.29 (1H, t, J = 4.5 Hz), 6.91 (1H, d, J = 9.4 Hz), 7.41 (1H, d, J = 5.1 Hz), 7.67 (1H, d, J = 9.4 Hz), 8.45 (1H, d, J = 5.1 Hz), 9.05 (1H, s)

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 1,7-Naphthyridin-2(1H)-one, 54920-82-0

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; Taisho Pharmaceutical Co. Ltd.; EP2022793; (2009); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

54920-82-0, 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. 1,7-Naphthyridin-2(1H)-one, cas is 54920-82-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 1,7-naphthyridin-2(1H)-one (10 g, 68 mmol) in DMF (100 mL), BnBr (12.8 g, 75 mmol) was added. The mixture was stirred at 80 ¡ãC for 12 h. After cooling down, the reaction mixture was diluted with DCM/PE (100 mL/200 mL). The precipitate was filtered and dried to give 7-benzyl-2-oxo- 1 ,2-dthydro- 1 ,7-naphthyridin-7-ium Bromide (13.1 g, yield: 61percent) as a yellow solid. ESI-MS (M+H): 237.1.

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 1,7-Naphthyridin-2(1H)-one, 54920-82-0

Reference£º
Patent; BIOGEN MA INC.; CAPACCI, Andrew, George; DECHANTSREITER, Michael; ENYEDY, Istvan; JONES, John, H.; LIN, Edward, Yin-Shiang; LUCAS, Brian, Stuart; MA, Bin; (273 pag.)WO2018/140876; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

54920-82-0, 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. 1,7-Naphthyridin-2(1H)-one, cas is 54920-82-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

A suspension of the product of preparation 25 (423mg, 2.89mmol) in ethanol (10mL) was heated at 70¡ãC for 5 minutes, benzyl bromide (0.34ml, 2.89mmol) was then slowly added and the mixture was heated under reflux for 3 hours. The mixture was cooled to 0¡ãC and sodium borohydride (0.55g, 14.5mmol) was added. The mixture was stirred at 0¡ãC for 10 minutes and was then allowed to warm to room temperature. 6M hydrochloric acid (2mL) was carefully added and stirring continued at room temperature for 90 minutes. The resulting mixture was basified to pH 10 with 2M sodium hydroxide (10mL) and was partitioned between ethyl acetate (20mL) and water (10mL). The layers were separated and the aqueous was extracted with a dichloromethane/methanol mixture (95:5, 2x 20mL). The organic phases were combined, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a white solid in 90percent yield, 626mg 1HNMR(CD3OD, 400MHz) delta: 2.62(m, 2H), 2.76(m, 2H), 3.42 (s, 2H), 3.71(s, 2H), 6.36(d, 1H), 7.26-7.41 (m, 6H) MS APCI+ m/z 241 [MH]+

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 1,7-Naphthyridin-2(1H)-one, 54920-82-0

Reference£º
Patent; Pfizer Limited; EP1595881; (2005); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

253-72-5, 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. 1,6-Naphthyridine, cas is 253-72-5,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 3 Preparation of 5,6,7,8-tetrahydro-6-(3-butenyl)-1,6-naphthyridine (Compound No. 14) A mixture of 1,6-naphthyridine (3.9 g, 0.03 mol) and 4-bromo-1-butene (4.9 g, 0.036 mol) was heated at 70¡ã-80¡ã C. for 5 hours. The reaction mixture was washed with a small quantity of ether, dissolved in methanol (200 ml) and water (60 ml). To the mixture, sodium borohydride (5.7 g, 0.15 mol) was added portionwise over the internal temperature range 0¡ã to 20¡ã C. After stirring overnight at room temperature, the mixture was evaporated in vacuo, water added and extracted with benzene. The benzene layer was dried over anhydrous potassium carbonate and evaporated in vacuo. The resulting residue was purified by alumina column chromatography (eluted successively with petroleum ether, benzene and chloroform) and distilled, bp. 100¡ã-103¡ã C./0.9 mmHg, to afford the Compound No. 14 (1.6 g, 28.4percent) as a colorless oil.

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 1,6-Naphthyridine, 253-72-5

Reference£º
Patent; Nippon Kayaku Kabushiki Kaisha; US4308273; (1981); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem