Month: October 2020

It is a common heterocyclic compound, the naphthyridine compound, 7-Bromo-2-chloro-1,5-naphthyridine, cas is 1309774-03-5 its synthesis route is as follows.,1309774-03-5

0384-2 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (32 mg), bis(pinacolato)diboron (50 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (11 mg), potassium acetate (26 mg), and 1,4-dioxane (1 mL) was stirred at 80 C. for 2 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and 4-(3-(4-iodo-3-methyl-1H-pyrazol-1-yl)propyl)morpholine (44 mg), sodium carbonate (28 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (9 mg), and water (0.1 mL) were added thereto, followed by stirring at 80 C. for 2 hours. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (methanol-ethyl acetate, NH silica), thereby obtaining 4-(3-(4-(6-chloro-1,5-naphthyridin-3-yl)-3-methyl-1H-pyrazol-1-yl)propyl)morpholine (10 mg). MS m/z (M+H): 372.

With the complex challenges of chemical substances, we look forward to future research findings about 7-Bromo-2-chloro-1,5-naphthyridine

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate, cas is 100491-29-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Example 7 7-Chloro-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid. A mixture of tetrahydrofuran (450 cm3), water (50 cm3), methanesulfonic acid (127 cm3) and ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (United Kingdom Patent Publication No. GB 2,191,776) was heated at reflux for 1 hour, and then cooled to 25C. The resulting crystals were isolated, washed with tetrahydrofuran, and dried under vacuum to afford 41.3g (89%) of the above-titled compound: m.p. = 250C; (Found: C, 50.4; H, 1.7; Cl, 9.9; F, 16.0; N, 8.0. C15H6CIF3N2O3requires C, 50.8; H, 1.7; Cl, 10.0; F, 16.1; N, 7.9%); 1H NMR (300 MHz, d6-DMSO) delta 13.9 (s, 1H), 9.09 (s, 1H), 8.77 (d, J= 7.5 Hz, 1H), 7.86 (td, J= 5.9 and 8.8 Hz, 1H), 7.66 (ddd, J= 2.7, 9.0 and 11.8 Hz, 1H), 7.39 (tm, J= 8.6 Hz, 1H), 7.39 (tm, J= 8.6 Hz, 1H); numax(DRIFTS) cm-13130, 3060, 2947, 2885, 2821, 2723, 2637, 2594, 1734, 1641, 1623, 1579, 1544,1516., 100491-29-0

With the rapid development of chemical substances, we look forward to future research findings about Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Reference£º
Patent; Pfizer Products Inc.; EP976749; (2000); 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.

[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 quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO68,mainly used in chemical industry, its synthesis route is as follows.,100491-29-0

General procedure: Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (1) / carboxylic acid (2) (0.001 mol) and appropriate substituted benzazol-2-thiol derivative (0.001 mol) or N,N- dimethyl-(3-piperazin-1-yl)propan-1-amine (0.001 mol) and K2CO3 were dissolved in acetone (30 mL). The solution was refluxed at 40 C for 12 h. Reaction mixture was cooled down and adjusted to pH=7 by AcOH. Acetone was evaporated, the residue was washed with water, filtered, dried and recrystallized from EtOH.

With the complex challenges of chemical substances, we look forward to future research findings about Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,belong naphthyridine compound

Reference£º
Article; Gencer, Huelya Karaca; Levent, Serkan; Acar Cevik, Ulviye; Oezkay, Yusuf; Ilg?n, Sinem; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1162 – 1168;,
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

As a common heterocyclic compound, it belong naphthyridine compound,7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid,100361-18-0,Molecular formula: C12H8ClFN2O3,mainly used in chemical industry, its synthesis route is as follows.,100361-18-0

Triethylamine (34ml) was added to 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (20.17g) in a mixture of acetonitrile (100ml) and water (100ml) at 15-20C and the mixture stirred for 30 min. 4-Aminomethyl-3-methoxyiminopyrrolidinium dihydrochloride (18.9g) was added, followed by water (5ml), and the mixture stirred at 20-25C for 23? hours. The resulting product was filtered and the cake washed with ice-cold 1:2 acetonitrile:water (100ml) followed by acetonitrile (100ml), air dried, then dried under vacuum, at ambient temperature, to give the title compound as a fawn solid (26g). (94% as is, 78.8% on assay). Characterising data were consistent with a standard sample of the title compound.

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid,belong naphthyridine compound

Reference£º
Patent; LG Life Sciences, Ltd.; EP1214321; (2004); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 100491-29-0, its synthesis route is as follows.,100491-29-0

EXAMPLE 3 Ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-[3-(1,2,3-triazol -1-yl)-pyrrolidin-1-yl]-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate A mixture of ethyl 1-(2,4-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (91 mg, 0.5 mmol), 3-(1,2,3-triazol-1-yl)pyrrolidine hydrochloride (259 mg, 1.5 mmol), and DBU (380 mg, 2.5 mmol) in CH3 CN (20 ml) was heated under reflux for 2 h, cooled to r.t. and stirred further for 18 h, diluted with water. Unreacted starting materials were removed by extraction with chloroform. The water layer was concentrated to give a yellow oil. Yield: 150 mg, 62%. 1 H NMR (CDCl3) delta: 1.3 (t, 3H), 2.5 (m, 2H), 3.9 (m, 4H), 4.4 (q, 2H), 5.3 (m, 1H), 7.3 (m, 4H), 7.8 (d, 1H), 8.0 (d, 1H), 8.4 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Reference£º
Patent; SynPhar Laboratories, Inc.; US5342846; (1994); A;,
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 belongs to naphthyridine compound, name is 7-Bromo-2-chloro-1,5-naphthyridine, and cas is 1309774-03-5, its synthesis route is as follows.,1309774-03-5

A mixture of 7-bromo-2-chloro-l,5-naphthyridine (F-31) (200 mg, 0.82 mmol, 1.0 eq) and morpholine (10 mL) was stirred in a sealed-tube at 140 C overnight. The reaction mixture was cooled to RT, diluted with ethyl acetate (150 mL) and then washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to afford the desired product 7-bromo-2-morpholino-l,5-naphthyridine (F-32) (180 mg, 74.7% yield). ESI-MS m/z : 294.01 [M+H]

With the complex challenges of chemical substances, we look forward to future research findings about 1309774-03-5,belong naphthyridine compound

Reference£º
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

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