Month: November 2020

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO226,mainly used in chemical industry, its synthesis route is as follows.,23616-31-1

EXAMPLE 3 8Bromo-1,6-naphthyridine-5(6H) -one (5) A suspension of 1.462 g (10 mmol) of 1,6-naphthyridine-5(6H)-one (3), 1.96 g (11 mmol) of N-bromosuccinimide, and 30 mL of dry dichlorothane is stirred at 25¡ã C. for 3.5 hours. The mixture is filtered, the solids are washed successively with small amounts of chloroform, water, and ether, then dried to leave 2.0 g of white solid, mp 245¡ã-250¡ã C. This is combined with 348 mg from an earlier run. The solids are triturated in 15 mL of hot water, collected by filtration, and dried to leave 2.28 g of pure product, mp 247¡ã-251¡ã C. A suspension of 360 mg of the product in methanol is treated with an excess of 2-propanoic hydrogen chloride, heated for 3 to 5 minutes, and stored at 25¡ã C. for 1.5 hours. The solids are collected by filtration, washed with 2-propanol, and dried to give 410 mg of yellow powder as the hydrochloride salt, mp >245¡ã C. (decomposition).

With the complex challenges of chemical substances, we look forward to future research findings about 1,6-Naphthyridin-5(6H)-one,belong naphthyridine compound

Reference£º
Patent; Warner-Lambert Company; US5391554; (1995); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 6-Amino-8-bromo-1,7-naphthyridine, and cas is 5912-35-6, its synthesis route is as follows.,5912-35-6

To a stirred solution of 8-BROMO- [1, 7] naphthyridin-6-ylamine (1.70 g) in a mixture of toluene (7 ml), DMF (11 ml) and aqueous K2CO3 (2.31 g in 5 ml water) is added bis (dibenzylideneacetone) palladium (174 mg), triphenylphosphine (158 mg) and 5-fluoro-2- methoxyphenylboronic acid (1.38 g). The mixture is stirred for 3.5 hours at 100C, then diluted with ethyl acetate and filtered through Celite. The ethyl acetate solution is washed with 2N NAOH and water, dried over magnesium sulphate, then concentrated to afford the title compound. MS: APCI 270.0 MH+.

With the complex challenges of chemical substances, we look forward to future research findings about 5912-35-6,belong naphthyridine compound

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/55013; (2004); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

It is a common heterocyclic compound, the naphthyridine compound, 4-Bromo-2,7-naphthyridin-1-amine, cas is 959558-28-2 its synthesis route is as follows.,959558-28-2

A solution of Bromo compound 6a (96 mg, 0.43 mmol, 1.2 equiv), Pd(PPh3)4 (10 mol%), CuI (5 mol%) and Triphenylphosphine (10 mg) in Triethylamine (1.5 mL, 10.8 mmol, 30 equiv) was de-oxygenated using steam of Argon gas. A de-oxygenated solution of alkyne 3b (150 mg, 0.36 mmol, 1 equiv) in DMF (4 mL) was added slowly over a period of 10 min to the solution and the reaction temperature was increased to 50 C and allowed to stir 12 h. The reaction was quenched by addition of NH4Cl (5 mL) at room temperature and diluted with ethyl acetate (300 mL). The organic layer was washed with water (5 ¡Á 50 mL) and washed with brine (1 ¡Á 50 mL). Combined organic layers were dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The pure product 15 was obtained by flash column chromatography. Yield = 49%.; TLC Rf = 0.1 (10 % MeOH/CH2Cl2). 1H NMR (500 MHz, DMSO-d6) delta 10.65 (s, 1H), 9.60 (s, 1H), 8.93 (s, 1H), 8.74 (d, J = 5.7 Hz, 1H), 8.48 (s, 1H), 8.39 (s, 1H), 8.18 (s, 1H), 8.03 (d, J = 8.5 Hz, 1H), 7.92 (s, 2H), 7.88 (d, J = 5.7 Hz, 1H), 7.70 (d, J = 8.5 Hz, 1H), 3.55 (s, 2H), 2.80 (s, 3H), 2.37 (s, 8H), 2.14 (s, 3H); 13C NMR (126 MHz, DMSO) delta 164.01, 162.28, 158.58, 152.20, 149.63, 148.92, 147.44, 140.37, 138.34, 137.81, 132.86, 131.74, 127.93, 127.77, 123.97, 118.86, 117.71, 117.37, 112.05, 101.07, 92.66, 90.47, 57.90, 55.19, 53.17, 46.19, 24.28; HRMS (ESI+): calcd. for C30H29F3N7O (MH+) 560.2380, found 560.2380

With the complex challenges of chemical substances, we look forward to future research findings about 4-Bromo-2,7-naphthyridin-1-amine

Reference£º
Article; Wang, Modi; Naganna; Sintim, Herman O.; Bioorganic Chemistry; vol. 90; (2019);,
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

Step 1. Ethyl 1- (2, 4-difluorophenyl)-6-fluoro-4-oxo-7- (piperazin-1-yl)-1, 4-dihydronaphthyridine-3- carboxylate: Ethyl 7-chloro-1- (2, 4-difluorophenyl)-6-fluoro-4-oxo-1, 4-dihydronaphthyridine- 3-carboxylate (766 mg, 2.0 mmol) and piperazine (430 mg, 5. 0 mmol, 2.5 equiv) were dissolved in 20 mL of pyridine and allowed to stir at room temperature for 24 h. The solvent was removed in vacuo, and the crude product was taken up in CH2C12, washed with 5% aq Na2CO3, then water. The organic layer was dried (Na2SO4), evaporated in vacuo, and the resulting white solid was purified on silica gel column using a linear gradient (100% CH2C12 to 10% MeOH in CH2C12) to give a white solid. ESI MS m/z 433 (M+H+), 887 (2M+Na+) ; IH NMR (400 MHz, CDC13) : 8 8. 94 (s, 1H, quinolone), 8.12 (d, J= 12. 5 Hz, 1H, quinolone), 7.39 (app dd, J= 13. 3 Hz, 7.04 Hz, 1H, Ph), 7.26 (s, 1H, Ph), 7.04 (app q, J= 15. 7, 8. 6 Hz, 1H, Ph), 4.36 (q, J= 7.0, 2H, Et), 3.50 (app t, J= 4.7 Hz, 4H, piperazine), 2.87 (app t, J= 4.7 Hz, 4H, piperazine), 1. 38 (t, J= 7.0 Hz, 3H, Et).

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; CUMBRE INC.; WO2005/70940; (2005); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,2,7-Naphthyridine-4-carbaldehyde,10273-40-2,Molecular formula: C9H6N2O,mainly used in chemical industry, its synthesis route is as follows.,10273-40-2

General procedure: To an indole-3-acetonitrile derivative (1.0 equiv) dissolved in anhydrous methanol (4mL for 2.31mmol of starting material) in a dried microwave vial, sodium methoxide (1.7 equiv) was added and stirred at room temperature for 15min protected from light. Quinoline/isoquinoline-carboxaldehyde derivative (1.2 equiv) was added and the mixture was subjected to microwave irradiation at 95C for 8.5min. The reaction was cooled to room temperature and then chilled in an ice/salt bath. The resulting precipitate was filtered, washed with methanol, and dried under vacuum to afford a solid as the product.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,7-Naphthyridine-4-carbaldehyde,belong naphthyridine compound

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 1,6-Naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 253-72-5, its synthesis route is as follows.,253-72-5

To a stirred solution of [1,6]-naphthyridine (4.73 g, 36.4 mmol) in CCl4 (200 mL) was added Br2 (2.25 mL, 43.7 mmol) in CCl4 (35 mL) dropwise via an addition funnel. The resulting solution was heated at reflux for 1 hour. Pyridine (2.94 mL, 36.4 mmol) in CCl4 (30 mL) was added dropwise to the refluxing solution, and the mixture was refluxed overnight. The cooled reaction mixture was filtered, and the solids were digested with 1 M NaOH (200 mL) for 1 hour. The basic solution was extracted into CH2Cl2 (2 x 200 mL), and the organic fractions were combined, dried over Na2SO4 and concentrated. The resulting oil was purified by column chromatography (10percent EtOAc/CH2Cl2) affording 2.03 g (27percent) of the title compound as yellow crystals: mp 79-81 ¡ã

With the complex challenges of chemical substances, we look forward to future research findings about 1,6-Naphthyridine

Reference£º
Patent; Wyeth; EP1147083; (2004); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

a) 1,2,3,4-Tetrahydro-1,8-naphthyridine 1,8-Naphthyridine (1.0 g, 7.68 mmole) was hydrogenated (50 psi) with 10% Pd/C (100 mg) in absolute ethanol (40 mL) for 18 hr. The mixture was filtered through a pad of Celite and the filtrate was concentrated to give the title compound (1.04 g) which was sufficiently pure for use in the next step: MS (ES) m/e 135 (M + H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 254-60-4,belong naphthyridine compound

Reference£º
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (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

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

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

Name is 1,8-Naphthyridin-2-amine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 15992-83-3, its synthesis route is as follows.,15992-83-3

Preparation of 2-(1,8-naphthyridin-2-yl)phthalimide (8.6 g.), m.p. 250 C., by reacting 2-amino-1,8-naphthyridine (9.9 g.) with phthalic anhydride (10.2 g.) in dimethylformamide (75 cc.) at 150 C. for 1 hour 30 minutes.

With the complex challenges of chemical substances, we look forward to future research findings about 1,8-Naphthyridin-2-amine

Reference£º
Patent; Rhone-Poulenc S.A.; US4016274; (1977); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 3-Bromo-8-chloro-1,7-naphthyridine, and cas is 1260670-05-0, its synthesis route is as follows.,1260670-05-0

Step 1 To a mixture of 3-bromo-8-chloro-l ,7-naphthyridine J-1 (4.00 g, 16.4 mmol), but-2-yn-l-ol (1.78 g, 24.6 mmol), Cs2C03 (8.03 g, 24.6 mmol), and 5-(di-ieri-butylphosphino)-l’,3′,5′- triphenyl-rH-l ,4′-bipyrazole (1.67 g, 3.29 mmol) in THF (40 mL) was added diacetoxypalladium (0.574 g, 1.64 mmol) under N2. The mixture was stirred at 70 C for 4 h and concentrated; the residue was purified directly by silica column chromatography (PE: EtOAc = 3: 1) to afford compound J-2. MS for J-2: m/e = 233 (M+l).

1260670-05-0 is used more and more widely, we look forward to future research findings about 3-Bromo-8-chloro-1,7-naphthyridine

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; HE, Shuwen; TAOKA, Brandon, M.; TRUONG, Quang, T.; WU, Wen-Lian; (122 pag.)WO2015/187437; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem