Month: October 2020

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

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.

2. 6-Benzyl-5,6,7,8-tetrahydro-1,6-naphthyridine 1,6-Naphthyridine (13.7 g, 105 mmol) and benzyl bromide (36.05 g, 210 mmol) were combined in acetonitrile (200 ml) and heated to reflux until no 1,6-naphthyridine was visible by thin layer chromatography. After removal of the solvent in vacuo, the residue was washed several times with ether and dissolved in methanol (700 ml). Water (250 ml) was added, and the solution cooled to 0¡ã; portionwise addition of sodium borohydride (20.8 g, 550 mmol) brought about vigorous gas evolution and a slight rise in temperature. The reaction mixture was allowed to warm to room temperature and stir for 18 hours. The solvent was then removed in vacuo and the residue partitioned between water (750 ml) and methylene chloride (300 ml). The aqueous layer was extracted with additional methylene chloride (2*300 ml) and the combined organic extracts were washed once with water and once with saturated aqueous sodium chloride. Removal of solvent provided a dark amber foam, which was purified by column chromatography (99:1 methylene chloride:methanol) to yield the title product (12.1 g, 54 mmol, 51percent yield).

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; Pfizer Inc.; US5037834; (1991); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

23616-31-1, 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-Naphthyridin-5(6H)-one, cas is 23616-31-1,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

A suspension of XI-3 (2.36 g, 15.7 mmol, 1 eq), N-bromosuccinimide (3.1 g, 17.3 mmol, 1 eq), and 50 mL of 1,2-dichloroethane was stuffed at rt for 3.5 hrs. The mixture was filtered; the solids were washed successively with small amounts of chloroform, water, and diethyl ether, and then dried to leave XI-4 (0.8 g, 23percent yield). MS (ES) m/z (M+H) 226.8.

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-Naphthyridin-5(6H)-one, 23616-31-1

Reference£º
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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.

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).

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

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

10261-82-2, 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-Naphthyridin-2(1H)-one, cas is 10261-82-2,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

A 250 mL round bottomed flask charged with 1,5-naphthyridin-2(1H)-one (2.98 g, 20.37 mmol) and phosphorus oxychloride (40 ml, 437 mmol) was heated at 100 C. for 3 h. The reaction was cooled to room temperature and excess POCl3 was removed in vacuo. The residue was poured onto ice and neutralized with NaHCO3. The mixture was extracted with DCM (4*) and the combined organic layers were evaporated onto silica gel and purified by flash chromatography (ISCO (80 gram)) eluting with EtOAc:DCM (0:1?1:4) to give 1.08 g (32%, 2 steps) of a light-yellow amorphous solid. ESI-MS 164.9, 166.9 [M+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 1,5-Naphthyridin-2(1H)-one, 10261-82-2

Reference£º
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem