Tag: M.W:100-200

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 1,8-Diazanaphthalene, and cas is 254-60-4, its synthesis route is as follows.,254-60-4

Step D Preparation of 3-(5,6,7,8-tetrahydro-[1,8]-naphthyridin-2-yl)-N-Boc-propylamine (1-5) A solution of naphthyridine 1-4 (2.72 g) in methanol (20 mL) was hydrogenated in the presence of 5% rhodium on carbon (2.1 g; containing 63% of water) under 40 psi of hydrogen at 5 C. for 10 hours. The catalyst was filtered through Solka Flok and washed with methanol (25 mL twice). The filtrate and washings were combined, concentrated in vacuo, and dissolved in methanol (6.8 mL). To the solution was added water (6.8 mL) slowly at ambient temperature. The resulting solid was collected by filtration, washed with a mixture of water and methanol (2:1; 5 mL), and dried under vacuum to give the desired crystalline tetrahydronaphthyridine 1-5 (1.9 g). The mother liquor yielded an additional 5% of 1-5; m.p. 95.2-96.3 C. 1H NMR (400 MHz; CDCl3): delta 7.05 (d, J=7.4 Hz, 1H), 6.33 (d, J=7.3 Hz, 1H), 5.45 (bs, 1H), 4.92 (bs, 1H), 3.39 (m, 2H), 114 (s, 9H); J=7.3, 2H), 1.89 (m, 2H), 1.83 (m, 2H), 1.44 (s, 9H); 13C NMR (101 MHz; CDCl3): delta157.1, 156.0, 155.4, 136.7, 113.4, 111.3, 78.6, 41.4, 40.3, 35.0, 29.4, 28.4, 26.2, 21.3.

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

Reference£º
Patent; Merck & Co., Inc.; US6423845; (2002); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO208,mainly used in chemical industry, its synthesis route is as follows.,952059-69-7

Example 40 (Method C4)Synthesis of N1-(7-methoxy-l,5-naphthyridin-4-yl)-N4-(4-phenylphthalazin-l- yl)benzene-l,4-diamine; In a 20 mL sealed tube was dissolved 8-chloro-3-methoxy-l,5-naphthyridine (70 mg, 360 mumol) in DMF (2.00 mL). To this was added Nl-(4-phenylphthalazin-l-yl)benzene-l,4- diamine (124 mg, 396 mumol) and the reaction mixture was stirred at 70 0C for 17 h. Upon cooling to RT, the mixture was dissolved in DMF and purified using Gilson reverse phase chromatography. The product fractions were combined, concentrated and the resulting crude was extracted into DCM, washed 1 x sodium .carbonate, 1 x H2O, dried withNa2SO4, filtered through fritted funnel, concentrated to yield Nl-(7-methoxy-l,5- naphthyridin-4-yl)-N4-(4-phenylphthalazin-l-yl)benzene-l,4-diamine as light yellow solid. MS [M+H]=471.0; Calc’d 470.5 for C29H22N6O.

With the complex challenges of chemical substances, we look forward to future research findings about 8-Chloro-3-methoxy-1,5-naphthyridine,belong naphthyridine compound

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

It is a common heterocyclic compound, the naphthyridine compound, 2-Chloro-1,7-naphthyridine, cas is 35192-05-3 its synthesis route is as follows.,35192-05-3

Step B: Preparation of 4, [4-DIMETHYL-7- [2- ( [1,] 7] [NAPHTHYRIDIN-2-YLAMINO)-BENZOYLAMINO]-3, 4-DIHYDRO-LH-] isoquinoline-2-carboxylic acid tert-butyl ester A mixture of [7- (2-AMINO-BENZOYLAMINO)-4,] 4-dimethyl- 3, [4-DIHYDRO-LH-ISOQUINOLINE-2-CARBOXYLIC] acid tert-butyl ester (Step A, 303 mg, 0.77 mmol), 2-chloro- [1, 7] [NAPHTHYRIDINE (126] mg, 0. [77 MMOL), PD2 (DBA)] 3 (7.1 mg, 0.008 [MMOL),] 2-dicyclohexyl [PHOSPHINO-2′- (N-N-] dimethyamino) biphenyl (8 mg, 0.02 [MMOL),] and LiN (TMS) 2 (1 M solution in THF, 2.3 mL) was heated at [80 C] for 12 h. The mixture was concentrated in vacuo and the crude material was purified with flash chromatography [(SI02,] 5% [MEOH/CH2CL2)] to obtain the titled compound. MS [(ES+)] : 524.0 [(M+H) +. CALC’D] for [C31H33NSO3-523.] 63.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Chloro-1,7-naphthyridine

Reference£º
Patent; AMGEN INC.; WO2004/5279; (2004); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,2-Methyl[1,8]-Naphthyridine,1569-16-0,Molecular formula: C9H8N2,mainly used in chemical industry, its synthesis route is as follows.,1569-16-0

adding 0.3 mmol of 2-methyl-1,8-naphthyridine, 0.75 mmol of elemental iodine, and 2 mL of dimethyl sulfoxide to a 15 mL pressure-resistant tube.The reaction was stirred magnetically at 110 C for 4 hours. After the reaction was cooled, 0.36 mmol of p-toluenesulfonylhydrazide and 0.9 mmol of potassium phosphate trihydrate were added, and magnetic stirring was carried out at 110 C for 6 hours. After the reaction was completed, the reaction solution was completed. Extraction, organic layer washing, drying, distillation under reduced pressure to obtain a crude product, crude product with petroleum ether / ethyl acetate = 1.5:1 ~ 2:1 (V / V) as the eluent for column separation and purification The desired product, the product is a yellow solid with a yield of 65%.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine,belong naphthyridine compound

Reference£º
Patent; Yantai University; Zhu Yanping; Lv Xucheng; Sun Jina; He Hangli; Sun Yuanyuan; Weng Weizhao; Wang Ru; Lv Lijuan; Huang Qiang; (17 pag.)CN110105355; (2019); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

2-Methyl[1,8]-Naphthyridine, cas is 1569-16-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

[00228] A solution of 2-methyl-l,8-naphthyridine (5.0 g, 34.7 mmol) in tetrahydrofuran (60 mL) was stirred at -78 ¡ãC and MeLi (2 M solution in tetrahydrofuran, 52 mL, 104 mmol) was added dropwise. The mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was diluted with water (50niL), extracted with ether (3 x 50 rnL) and the combined the organic layers were dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by flash chromatography eluting with ethyl acetate:petrol ether (1 : 10) to give the title compound as a white solid (4.55 g, 82percent). MS (ESI): m/z 161 [M + H]+., 1569-16-0

1569-16-0 is used more and more widely, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine

Reference£º
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John Emmerson; JONES, Philip; WO2014/85284; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 1,6-Naphthyridin-5(6H)-one, and cas is 23616-31-1, its synthesis route is as follows.,23616-31-1

[0622] 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 stirred 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 (ESI) m/z (M+H)+ 226.8.

With the complex challenges of chemical substances, we look forward to future research findings about 23616-31-1,belong naphthyridine compound

Reference£º
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO345,mainly used in chemical industry, its synthesis route is as follows.,215523-34-5

To a suspension of 1,8-naphthyridine-2-carboxylic acid (2?g, 0.011?mol) in dry benzene (50?mL), was added oxalyl chloride (1.4?mL, 0.017?mol) drop wisely at 0?C. Then few drops of DMF were added and the reaction began immediately. It was then slowly brought to room temperature and heated at 65?C for 3?h until the gas evolution subsided. The solvent and excess oxalyl chloride was removed under reduced pressure to afford a light yellow residue of 1,8-naphthyridine-2-carbonyl chloride in almost quantitative yield which was directly used for the next step without further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,8-Naphthyridine-2-carboxylic acid,belong naphthyridine compound

Reference£º
Article; Sarkar, Mithun; Pandey, Pragati; Bera, Jitendra K.; Inorganica Chimica Acta; vol. 486; (2019); p. 518 – 528;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,7-Chloro-1,8-naphthyridin-2-ol,15944-34-0,Molecular formula: C8H5ClN2O,mainly used in chemical industry, its synthesis route is as follows.,15944-34-0

To a solution of 7-chloro-1 ,2-dihydro-1 ,8-naphthyridin-2-one (1.80 g, 10.0 mmol) and bromoacetaldehyde diethyl acetal (4.92 g, 25.0 mmol) in DMF (25 ml_) was added CS2CO3 (4.90 g, 15.0 mmol) and the mixture heated at 70C under N2 overnight. The mixture was diluted with H2O (200 ml_), extracted with EtOAc (100 ml_ x 3) and the combined organic extracts were washed with H2O (200 ml_ x 2), brine (100 ml_) and concentrated under reduced pressure. The residue was purified by chromatography (EtOAc/petroleum ether, 1 :5 to 1 :2, v/v) to afford a white solid of 7-chloro-1-(2,2-diethoxyethyl)-1 ,2-dihydro-1 ,8- naphthyridin-2-one 5a (1.80 g, 61 %). TLC: Rf = 0.45 (silica gel, petroleum ether/EtOAc = 2 : 1 , v/v). 1 H NMR (Method E) (CDC ): delta ppm 7.78 (d, J = 8.0 Hz, 1 H), 7.61 (d, J = 9.6 Hz, 1 H), 7.15 (d, J = 8.0 Hz, 1 H), 6.72 (d, J = 9.6 Hz, 1 H), 5.10 (t, J = 5.6 Hz, 1 H), 4.67 (d, J = 5.6 Hz, 2H), 3.79 (m, 2H), 3.54 (m, 2H), 1.1 1 (t, J = 7.2 Hz, 6H).

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Chloro-1,8-naphthyridin-2-ol,belong naphthyridine compound

Reference£º
Patent; REDX PHARMA PLC; COOPER, Ian; LYONS, Amanda; ORR, David; KIRKHAM, James; BLADES, Kevin; (267 pag.)WO2017/137744; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

2-Methyl[1,8]-Naphthyridine, cas is 1569-16-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.,1569-16-0

A flask was charged with SeO2 (1.3 g, 11.7 mmol), 1,4-dioxane (20 mL) and a few drops of water. After the solution was refluxed for a few minutes, 2-methyl-1,8-naphthyridine (1 g, 6.9 mmol) was slowly added and the mixture turned red. The solution was then maintained at then continuing refluxed for another 3 h and during this time the red solution changed to brownish black. The hot solution was then filtered and the solvent was removed in vacuum. The resulting residue was dissolved in CH2Cl2, washed with water (3 x 30 mL), dried over Na2SO4 and concentrated under vacuum to give a brown solid. m.p. 65-68 ¡ãC. Yield: 60percent (0.67 g, 4.2 mmol). 1H-NMR (400 MHz, CDCl3) delta (ppm): 10.32 (s, 1H), 9.28-9.27 (m, 1H), 8.40 (d, J = 8.4 Hz, 1H), 8.32 (dd, J = 8.4 Hz, J = 1.2 Hz, 1H), 8.15 (d, J = 8.4 Hz, 1H), 7.63 (dd, J = 8.4 Hz, J = 4 Hz, 1H). 13C-NMR (100 MHz, CDCl3) delta: 193.5, 155.6, 155.4, 154.9, 138.8, 137.1, 125.2, 124.0, 118.3 ppm. Anal. Calcd for C9H6N2O: C 68.35; H 3.82, N 17.71. Found: C 68.21; H 3.56, N 17.85.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine,belong naphthyridine compound

Reference£º
Article; Liu, Guiyan; Liu, Chengxin; Han, Fangwai; Wang, Zhongliang; Wang, Jianhui; Tetrahedron Letters; vol. 58; 8; (2017); p. 726 – 731;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 7-Chloro-1,8-naphthyridin-2-ol, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 15944-34-0, its synthesis route is as follows.,15944-34-0

To a solution of 3.2 g of 7-chloro-1,8-naphthyridin-2(1H)-one in 32 mL of N,N-dimethylformamide, 3.7 g of potassium carbonate was added, and the mixture was stirred at 50 to 60C for 23 minutes, and then, thereto was added 2.2 mL of 2-bromomethyl-1,3-dioxolan, and the mixture was stirred at 60 to 78C for 25 minutes. Thereto were added 16 mL of N,N-dimethylformamide and 1.1 mL of 2-bromomethyl-1,3-dioxolan, the mixture was stirred at 90 to 95C for 2 hours 15 minutes, 3.7 g of potassium carbonate was added thereto, and the mixture was stirred for 20 minutes. The reaction mixture was cooled to room temperature, water and ethyl acetate 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 silica gel column chromatography using an eluent of hexane:ethyl acetate = 1:1 to obtain 3.6 g of 7-chloro-1-(1,3-dioxolan-2-ylmethyl)-1,8-naphthyridin-2(1H)-one as a yellow solid. 1H-NMR (CDCl3) delta: 3.86-3.96 (2H, m), 4.10-4.20 (2H, m), 4.63 (2H, t, J = 5.4 Hz), 5.60 (1H, t, J = 5.4 Hz), 6.75 (1H, d, J = 9.6 Hz), 7.17 (1H, d, J = 8.0 Hz), 7.62 (1H, d, J = 9.6 Hz), 7.79 (1H, d, J = 8.0 Hz)

With the complex challenges of chemical substances, we look forward to future research findings about 7-Chloro-1,8-naphthyridin-2-ol

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