Tag: M.W:200-300

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

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

0421-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (48 mg), bis(pinacolato)diboron (58 mg), a 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride-dichloromethane complex (16 mg), potassium acetate (42 mg), and 1,4-dioxane (1.9 mL) was stirred at 100 C. for 2 hours. N-(4-bromopyridin-2-yl)acetamide (42 mg), sodium carbonate (45 mg), a bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (14 mg), 1,4-dioxane (0.3 mL), and water (0.19 mL)) were added to the reaction mixture, followed by stirring at 100 C. for 2 hours. The reaction mixture was cooled to room temperature, and purified by silica gel column chromatography (hexane-ethyl acetate-methanol), thereby obtaining N-(4-(6-chloro-1,5-naphthyridin-3-yl)pyridin-2-yl)acetamide (12.6 mg) as a pale brown solid. MS m/z (M+H): 299., 1309774-03-5

1309774-03-5 is used more and more widely, 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

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

6-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1,8-naphthyridin-2(1H)-one To a solution of 6-bromo-1,8-naphthyridin-2(1H)-one (0.1 g, 0.444 mmol) in DMF (2 mL) was added sodium hydride (0.021 g, 0.889 mmol) at 0 C. The reaction was stirred at 0 C. for 30 min, then SEM-Cl (0.118 mL, 0.667 mmol) was added. The reaction was stirred at room temperature overnight, then diluted with ammonium chloride solution, extracted with ethyl acetate, dried over Na2SO4, and concentrated. The crude product was purified by flash chromatography on silica gel using 20% ethyl acetate in petroleum ether to give 6-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1,8-naphthyridin-2(1H)-one (0.12 g, 76%). 1HNMR 400 MHz (CDCl3): 0.034 (s, 9H), 0.95-0.99 (m, 2H), 3.73-3.77 (m, 2H), 5.92 (s, 2H), 6.75-6.77 (m, 1H), 7.56-7.58 (m, 1H), 7.96-7.98 (m, 1H), 8.63-8.64 (m, 1H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; King, Dalton; Macor, John E.; Olson, Richard E.; Iwuagwu, Christiana I.; Karageorge, George N.; US2013/79338; (2013); 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

A mixture of 6-bromo-lH-l, 8-naphthyridin-2-one (1 equiv, which was prepared as per prepared as per- 1.3), Pd (PPh3)2Cl2 (0.1 equiv), Cul (0.15 equiv), (i-Pr)2EtN (4 equiv) in DMF (15 times) was deoxygenated with nitrogen for 15 minutes. Then vinyl trimethyl silane (2 equiv) was added and heated to 125C for lOh. The reaction was monitored by thin layer chromatography. Filtered through a pad of silica gel at room temperature. The filtrate was concentrated and the residue was purified by silica gel chromatography (eluted with 20 to 30% ethyl acetate/hexane) to provide the title compound as a solid (30% yield). ESI MS m/z -245.22(M+H)+.

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; NATCO PHARMA LIMITED; KOMPELLA, Amala; GAMPA, Venugopala Krishna; GANGANAMONI, Srinivasulu; SIRIGIREDDY, Balakrishna Reddy; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah Chowdary; WO2015/186137; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,7-Bromo-2-chloro-1,5-naphthyridine,1309774-03-5,Molecular formula: C8H4BrClN2,mainly used in chemical industry, its synthesis route is as follows.,1309774-03-5

0387-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (100 mg), pyrimidine-5-amine (38 mg), tris(dibenzylideneacetone)dipalladium(0) (37 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (47 mg), cesium carbonate (267 mg), and 1,4-dioxane (2 mL) was stirred at 80 C. for 6 hours. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the obtained solution was purified by silica gel column chromatography (methanol-ethyl acetate), thereby obtaining 6-chloro-N-(pyrimidin-5-yl)-1,5-naphthyridine-3-amine (32 mg). MS m/z (M+H): 258.

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Bromo-2-chloro-1,5-naphthyridine,belong naphthyridine compound

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

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 3-Bromo-1,5-naphthyridine, and cas is 17965-71-8, its synthesis route is as follows.,17965-71-8

General procedure: To a solution of aryl bromide (0.3mmol) in anhydrous 1,4-dioxane (10mL) was added boronic acid (0.45mmol) and a solution of K3PO4 (130mg, 0.61mmol) in water (2mL). The mixture was purged with nitrogen gas for 5min. Pd(dppf)Cl2.CH2Cl2 (12mg, 0.015mmol) was added and the mixture was heated at 100C. After 5h, the reaction mixture was cooled to room temperature, filtered through celite and washed with ethyl acetate. The filtrate was washed with water (50mL), brine (50mL), dried (anhydrous Na2SO4) and concentrated under reduced pressure. The residue was purified by preparative HPLC (C18 column, 20:80 acetonitrile/water with 0.1% formic acid). Compound containing fractions were lyophilized to afford the product. 5.1.2 1-(5-(1,5-Naphthyridin-3-yl)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-2-yl)-3-ethylurea (6) (0026) Synthesized from 4 and 5 following the general procedure for Suzuki coupling in 58% yield as a pale yellow solid. 1H NMR (400MHz, DMSO-d6) delta 9.52 (s, 1H), 9.05-9.04 (m, 1H), 8.82-8.81 (m, 1H), 8.50-8.46 (m, 4H), 8.26 (s, 1H), 7.85-7.82 (m, 1H), 7.62-7.59 (m, 1H), 3.27-3.19 (m, 2H), 1.12 (t, 3H, J=7.2Hz); 13C NMR (100MHz, DMSO-d6) delta 165.7, 153.7, 153.5, 151.6, 151.3, 149.1, 142.8, 142.4, 142.2, 142.0, 141.8, 138.7, 136.4, 136.1, 132.7, 125.7, 125.6, 124.5, 123.6, 120.9, 118.3, 115.6, 109.6, 33.4, 14.7. MS (ESI) m/z 445.1 (M+H)+; HRMS: calcd for C20H15F3N6OS (M+H)+, 445.1053; found, 445.1046. mp: 232.4-232.7C.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Bromo-1,5-naphthyridine

Reference£º
Article; Ho, Soo Yei; Wang, Weiling; Ng, Fui Mee; Wong, Yun Xuan; Poh, Zhi Ying; Tan, Sum Wai Eldwin; Ang, Shi Hua; Liew, Si Si; Joyner Wong, Yin Sze; Tan, Yvonne; Poulsen, Anders; Pendharkar, Vishal; Sangthongpitag, Kanda; Manchester, John; Basarab, Gregory; Hill, Jeffrey; Keller, Thomas H.; Cherian, Joseph; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 610 – 621;,
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: C8H14ClNO110,mainly used in chemical industry, its synthesis route is as follows.,1309774-03-5

0386-2> A mixture of 7-bromo-2-chloro-1,5-naphthyridine (182 mg), bis(pinacolato)diboron (286 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (61 mg), potassium acetate (147 mg), and 1,4-dioxane (4 mL) was stirred at 80 C. for 2 hours in a nitrogen atmosphere. 3-Ethyl-4-iodo-1-(3-(pyrrolidin-1-yl)propyl)-1H-pyrazole (250 mg), sodium carbonate (158 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (53 mg), and water (0.4 mL) were added thereto, followed by stirring at 80 C. for 3 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 2-chloro-7-(3-ethyl-1-(3-(pyrrolidin-1-yl)propyl)-1H-pyrazol-4-yl)-1,5-naphthyridine (161 mg). MS m/z (M+H): 370.

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

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

Name is 3-Bromo-1,5-naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 17965-71-8, its synthesis route is as follows.,17965-71-8

A mixture of 3-bromo-l,5-naphthyridine (300 mg, 1.44 mmol), BocNH2 (202 mg, 1.72 mmol), Pd2(dba)3 (66 mg, 0.072 mmol), XantPhos (125 mg, 0.215 mmol) and CS2CO3 (701 mg, 2.15 mmol) in anhydrous dioxane (8 mL) was degassed and purged with N2 for 3 times. Then the resulting reaction mixture was heated at 110 C for 16 h. The reaction mixture turned into yellow suspension from red. The reaction mixture was cooled to room temperature, then diluted with water (25 mL) and extracted with EtOAc (25 mL x3). The combined organic layer was filtered and the filtrate was washed with brine (25 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified by Combi Flash (25% to 60% EtOAc in pentane to give tert-butyl (l,5-naphthyridin-3-yl)carbamate (253 mg, yield: 72%) as a yellow solid. (0988) NMR (400 MHz, CDCb) d 1.57 (9H, s), 7.03 (1H, brs), 7.53 (1H, dd, J= 8.0, 4.0 Hz), 8.33 (1H, d , J= 8.4 Hz), 8.50 (1H, s), 8.90-9.00 (2H, m).

With the complex challenges of chemical substances, we look forward to future research findings about 3-Bromo-1,5-naphthyridine

Reference£º
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid, cas is 100361-18-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Acetonitrile (1900ml), 3-aminomethyl-4-methoxyiminopyrrolidine dimethanesulfonate (248. Og) and water (100ml) were in turn introduced into a reaction vessel and cooled to 0- 5&deg C. Benzaldehyde (97.6g) and triethylamine (229. 1g) were in turn added to the reaction mixture. After stirring the mixture for 0. 5h, 7-chloro-1-cyclopropyl-6-fluoro-1, 4- dihydro-4-oxo-1, 8-naphthyridine-3-carboxylic acid (200. 0g) was introduced thereto. The resultant reaction mixture was slowly heated to room temperature, while stirring it. Then, the reaction was carried out by stirring the reaction mixture for about 3h at room temperature. The reaction material, which was formed in the form of a dispersion solution upon producing the title compound, was filtered, washed with water and acetonitrile, and then dried to prepare 320.3 g of the title compound (Yield: 94. 8%).’H NMR (6, CDC13) : 8.66 (s, 1H), 8. 32 (s, 1H), 7. 98 (d, J=12. 4Hz, 1H), 7.60 (d, J=7. 0Hz, 2H), 7. 37 (t, J=7.4Hz, 1H), 7.31 (t, J=7.4Hz, 2H), 4. 58 (s, 2H), 4. 21-4. 15 (m, 2H), 4.00 (m, 1H), 3.93 (s, 3H), 3.83 (m, 1H), 3.56 (m, 1H), 3.40 (m, 1H), 1.21 (m, 2H), 1.00 (m, 2H) Mass (FAB): 478 (M+H)., 100361-18-0

With the rapid development of chemical substances, 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

Reference£º
Patent; LG LIFE SCIENCES LTD.; WO2003/87100; (2003); 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: C8H14ClNO224,mainly used in chemical industry, its synthesis route is as follows.,1309774-03-5

Example 0623 0623-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (50 mg), tert-butyl carbamate (32 mg), tris(dibenzylideneacetone)dipalladium(0) (18 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (23 mg), cesium carbonate (187 mg), and 1,4-dioxane (4 mL) was stirred at 120 C. for 9 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate-methanol), thereby obtaining tert-butyl (6-chloro-1,5-naphthyridin-3-yl)carbamate (47 mg). MS m/z (M+H): 280.

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

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