Heterocyclic Building Blocks-Naphthyridine

7689-62-5, 2-Chloro-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7689-62-5

(3) N-(2-chloro-5-(l,5-naphthyridin-2-yl)-3-pyridinyl)-4- fluorobenzenesulfonamide.; To a 50 mL round-bottomed flask was added 2-chloro-l,5- naphthyridine (54 mg, 328 mumol), N-(2-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (135 mg, 328 mumol), tetrakis(triphenylphosphine)palladium (38 mg, 33 mumol), sodium carbonate (70 mg, 656 mumol), dioxane (3 mL). The reaction mixture was stirred at 100 0C for 30 min. The mixture was cooled down to room temperature. The reaction mixture was diluted with water (3 mL) and extracted with EtOAc (2 X 30 mL). The organic extract was washed with saturated NaCl (2 mL), dried over Na2SO4, filtered and concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 80% EtOAc/hexanes to give N-(2-chloro-5-(l,5-naphthyridin-2- yl)pyridin-3-yl)-4-fluorobenzenesulfonamide (78 mg, 57% yield) as a white solid. MS (ESI pos. ion) m/z calc’d for Cl9H12ClFN4O2S: 414.0; found 415.0. 1H NMR (300 MHz, CHLOROFORM-^) delta ppm 7.07 (s, 1 H) 7.16 (t, J=8.55 Hz, 2 H) 7.73 (dd, J=8.55, 4.17 Hz, 1 H) 7.88 (dd, J=8.92, 4.97 Hz, 2 H) 8.11 (d, J=8.77 Hz, 1 H) 8.49 (d, J=8.48 Hz, 1 H) 8.55 (d, J=8.77 Hz, 1 H) 8.83 (d, ./=2.19 Hz, 1 H) 8.94 (d, ./==2.19 Hz, 1 H) 9.03 (dd, J=4.09, 1.61 Hz, 1 H)

7689-62-5 2-Chloro-1,5-naphthyridine 15153031, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2009/155121; (2009); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic 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]

1309774-03-5 7-Bromo-2-chloro-1,5-naphthyridine 58310544, anaphthyridine compound, is more and more widely used in various fields.

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

1260670-05-0, 3-Bromo-8-chloro-1,7-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1260670-05-0

Ammonium hydroxide (40 mL, 1.04 mol, 28%) was added to a solution of 3-bromo- 8-chloro-l,7-naphthyridine (1.00 g, 4.11 mmol) and THF (10 mL) in a sealed tube. The mixture was sealed, stirred at 100 C overnight, diluted with H20 (100 mL), and then extracted with EtOAc (3 x50 mL). The combined organic layers were washed (2x 100 mL brine), dried (Na2S04), filtered, and concentrated to dryness to give Intermediate 9 (824 mg, 89%) as a yellow solid. 1H NMR (400MHz, DMSO-i): delta 8.81 (s, 1H), 8.51 (s, 1H), 7.90 (d, 1H), 7.05 (br s, 2H), 6.87 (d, 1H); MS: 223.9 [M+H]+.

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; NAGASAWA, Johnny Y.; (167 pag.)WO2018/170167; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

254-79-5, 1,5-Naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,254-79-5

Preparation 63-Bromo-[1 ,5]naphthyridine[00123] [1 ,5]Naphthyridine (200 mg, 1.53 mmol) is dissolved in 2 ml_ of acetic acid, sodium acetate (300 mg, 3.07 mmol) is added, the mixture is heated to 85 0C and a solution of bromine (0.087 ml_, 270 mg, 1.69 mmol) in 0.3 ml_ acetic acid is added dropwise. The mixture is heated for 3 h, cooled and evaporated to dryness. The residue is purified by flash column chromatography to give 65 mg of title compound along with dibrominated product.

As the paragraph descriping shows that 254-79-5 is playing an increasingly important role.

Reference£º
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; WEIL, Tanja; HECHENBERGER, Mirko; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; ERDMANE, Elina; SMITS, Gints; WO2011/15343; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

15944-34-0, 7-Chloro-1,8-naphthyridin-2-ol is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15944-34-0

A mixture of 7-chloro-l,8-naphthyridin-2(lH)-one (52-1) (1.26 g, 7 mmol) and cesium carbonate (4.56 g, 14 mmol) was stirred at 115 C overnight. The mixture was diluted with methanol (6 mL) and purified by reverse phase column chromatography (acetonitrile : water = 17:83, with 0.01% NH4OH) to afford compound 52-2 (1.15 g, 70% yield) as a light yellow solid. MS (ESI): m/z 235 [M+H]+.

15944-34-0 7-Chloro-1,8-naphthyridin-2-ol 13302322, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; SUNOVION PHARMACEUTICALS INC.; JONES, Phillip, G.; LEW, Robert; SPEAR, Kerry, L.; XIE, Linghong; WO2013/169964; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100361-18-0,7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

PREPARATION 11 7-[2-(t-butoxycarbonyl)-8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid. 400 mg of 1-cyclopropyl-6-fluoro-7-chloro-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid and 84 g of t-butyl 8-(methoxyimino)-2,6diazaspiro[3,4]octane-2-carboxylate were added to 10 ml of acetonitrile and the resulting mixture was stirred for 3 hours at 45-50 C. Then the precipitated solid was filtered and dried to give 650 mg of the titled compound(yield: 93.9%). m.p.: 278-279 C. 1H-NMR(CDCl3, ppm): 1.05(m, 2H), 1.27(m, 2H), 1.45(s, 9H), 3.61~3.67(m, 1H), 3.90(s, 3H), 3.94(s, 2H), 4.25(s, 2H), 4.27(s, 2H), 4.56(s, 2H), 8.04(d, 1H, J=11.71 Hz), 8.68(s,1H).

100361-18-0, The synthetic route of 100361-18-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dong Wha Pharmaceutical Industrial Co., Ltd.; US6313299; (2001); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

3-Bromo-1,7-naphthyridin-8(7H)-one, cas is 1375301-90-8, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

A mixture of compound E3 (2.0 g, 8.89 mmol), sodium methanolate (2.40 g, 44.4 mmol) and copper(I) iodide (846 mg, 4.44 mmol) in DMF (20 mL) was stirred at 100 C for 16 h under N2. Then mixture was concentrated to give crude E4 which was used in the next step without further purification., 1375301-90-8

With the rapid development of chemical substances, we look forward to future research findings about 3-Bromo-1,7-naphthyridin-8(7H)-one

Reference£º
Patent; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; SCOTT, Jack, D.; (65 pag.)WO2016/40226; (2016); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,1309774-03-5

0370-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (300 mg), bis(pinacolato)diboron (469 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (100 mg), potassium acetate (241 mg), and 1,4-dioxane (12.3 mL) was stirred at 100 C. for 3 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and tert-butyl 4-(4-iodo-1H-pyrazol-1-yl)piperidine-1-carboxylate (557 mg), sodium carbonate (261 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (87 mg), and water (1.2 mL) were added thereto, followed by stirring at 110 C. for 1 hour. The reaction mixture was cooled to room temperature, the solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate-hexane, chloroform-methanol), thereby obtaining tert-butyl 4-(4-(6-chloro-1,5-naphthyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (149 mg) as a white solid. MS m/z (M+H): 414.

As the paragraph descriping shows that 1309774-03-5 is playing an increasingly important role.

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

8-Chloro-2-methoxy-1,5-naphthyridine, cas is 249889-68-7, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

A mixture of 8-chloro-2-(methyloxy)-l,5-naphthyridine (12 g, 61.7 mmol) in 4M HCl in dioxane (150 rtiL) was combined in a sealed tube and stirred at 100 0C for 20 h. The reaction was cooled to room temperature and then concentrated in vacuo. The residue was dried in a vacuum oven (80 0C) overnight to provide the bis- HCl salt of the title compound. MS(ES)+ m/e 181 [M+H]+. This crude product was used directly in the next step, 249889-68-7

With the rapid development of chemical substances, we look forward to future research findings about 8-Chloro-2-methoxy-1,5-naphthyridine

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/150827; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

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.

23616-31-1, With the rapid development of chemical substances, we look forward to future research findings about 1,6-Naphthyridin-5(6H)-one

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