Heterocyclic Building Blocks-Naphthyridine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17965-71-8,3-Bromo-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,17965-71-8

Example lb: Synthesis of 3-bromo-l,5-naphthyridine-5-oxide (C-3) [00306] To a stirred solution of 3-bromo-l,5-naphthyridine (C-2) (35.6 g, 170 mmol, 1.0 eq) in dichloromethane (300 mL) at 0C was added m-chloroperbenzoic acid (35.27 g, 204 mmol, 1.2 eq) in portions. The resulting mixture was stirred for lh at RT. The reaction was complete based on TLC analysis. The reaction mixture was washed with saturated Na2S03 solution and saturated NaHCC>3 solution sequentially, and then washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel (1-5% MeOH-DCM) to afford the desired product 3-bromo-l,5-naphthyridine-5-oxide (C-3) (28.35 g, 74% yield). lR NMR (300 MHz, CDCI3- 6) delta: 9.21 (s, 1H), 9.01 (s, 1H), 8.52 (d, J = 6.3 Hz, 1H), 7.96 (d, J = 8.7 Hz, 1H), 7.53 (m, 1H); ESI-MS m/z : 208.10 [M+H]+.

As the paragraph descriping shows that 17965-71-8 is playing an increasingly important role.

Reference£º
Patent; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (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.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,1309774-03-5

0022-1 Several drops of a 4 mol/L hydrogen chloride-1,4-dioxane solution (3 mL) and water were added to 7-bromo-2-chloro-1,5-naphthyridine (250 mg), followed by stirring at 100 C. overnight. The reaction mixture was cooled to room temperature, and water was added thereto. The solid matter was collected by filtration, and washed with a mixture solution of water and hexane-ethyl acetate (1:1), thereby obtaining 7-bromo-1,5-naphthyridin-2-ol (190 mg) as a grey solid. 1H-NMR (DMSO-d6) delta: 11.96 (1H, brs), 8.56 (1H, d, J=2.3 Hz), 7.93 (1H, d, J=9.9 Hz), 7.85 (1H, d, J=2.30 Hz), 6.79 (1H, d, J=9.9 Hz).

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; 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

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.,100361-18-0

EXAMPLE 3 Synthesis of (R,S)-7-(3-Aminomethyl-4-syn-methoxyimino-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid triethylamine (5.1 ml) was added to 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (3.05 g) in water (25 ml) at 15-20 C. and the mixture stirred for 20 min. 4-Aminomethyl-3-methoxyimino-pyrrolidinium dimethanesulfonate (3.86 g) was added, followed by water (5 ml), and the mixture stirred at 20-25 C. for 173/4 hours.. The resulting product was filtered and the cake washed with water (30 ml) followed by ethanol (30 ml) and dried under vacuum at 50 C. to give the title compound as a white solid (4.23 g).. (102% as is, 86% on assay).. Characterising data were consistent with a standard sample of the title compound.

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

Reference£º
Patent; SB Pharmco Puerto Rico Inc. of the United States Corporation Company; US6703512; (2004); B1;,
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.1375301-90-8,3-Bromo-1,7-naphthyridin-8(7H)-one,as a common compound, the synthetic route is as follows.,1375301-90-8

A mixture of compound E3 (2.0 g, 8.89 mmol), sodium methanolate (2.40 g, 44.4mmol) and copper(I) iodide (846 mg, 4.44 mmol) in DMF (20 mL) was stirred at 100 C for 16 hunder N2. Then mixture was concentrated to give cmde E4 which was used in the next stepwithout further purification.

As the paragraph descriping shows that 1375301-90-8 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; SCOTT, Jack, D.; BLIZZARD, Timothy, A.; WALSH, Shawn, P.; CUMMING, Jared, N.; (105 pag.)WO2017/95759; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

100361-18-0, 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solutionof 3-amino-3-pyrrolidin-3-yl-propionitrile (200 mg, 1.44 mmol) and7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1, 4-dihydro-[l,8] naphthyridine-3-carboxylic acid(282 mg, 1.00 mmol) in acetonitrile (10mL) was added triethylamine (505 mg, 5.00 mmol) and the solution was heated at 80 C for 17 hours. The precipitate was collected by vacuum filtration and rinsed with acetonitrile. The solid was dried overnight at 45 C under vacuum to give 240 mg of the title compound (yield: 62%). MS (APCI+):mAz 386 (M+H)., 100361-18-0

As the paragraph descriping shows that 100361-18-0 is playing an increasingly important role.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/49602; (2005); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

Step 2 To a stirred solution of intermediate M-2 (90.0 mg, 0.20 mmol) and 3-bromo-8-chloro-l ,7- naphthyridine (74.0 mg, 0.30 mmol) in THF (3 mL) was added LHMDS (1 M in THF, 0.510 mL, 0.51 mmol) at RT and the mixture was heated at 45 C. After 2 h, additional 1 eq. of LHMDS was added and the mixture was stirred overnight at 45 C. The reaction was quenched with saturated NH4C1 and extracted with DCM. The combined organic extracts were dried over Na2S04 and concentrated. The resulting residue was treated with 5 mL of DCM and TFA (0.5 mL) was added. The mixture was stirred at 25 C for 2 h, then nuetralized with saturated NaHC03 and extracted with DCM. The organic layer was washed with brine, dried over Na2S04 and concentrated. The residue was purified by p-TLC (DCM: MeOH = 15 : 1) to afford compound M-3. MS for M-3: m/e = 551 and 553 (M+l).

With the complex challenges of chemical substances, 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

54920-82-0, 1,7-Naphthyridin-2(1H)-one is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54920-82-0

1,7-naphthyridin-2(1H)-one (900 mg, 6.16 mmol) was suspended in EtOH (6 mL) and heated at 70¡ãC for 10 mins. Benzyl bromide (6 mL) was added. The mixture was refluxed for 16 h and then cooled to RT. The precipitated solid was filtered, washed with EtOH and dried under vacuum to afford 7-benzyl-2-oxo- 1 ,2-dihydro- 1 ,7-naphthyridin- 7-ium (1.3 g, 89percent) as an off-white solid. MS (ESI) mlz 237.1 [M+H].

54920-82-0 1,7-Naphthyridin-2(1H)-one 589676, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; BOREN, Brant, Clayton; BUNKER, Kevin, Duane; LIU, Hui; PALIWAL, Sunil; (99 pag.)WO2019/28008; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

The synthetic route for diarylethene 1O is shown in Scheme 2 . The intermediate compounds 2 and 3 were synthesized according to the similar procedures as previous descriptions [57,58]. A mixture of compound 3 (0.56g, 1.0mmol), 4 (0.15g, 1.0mmol), EDCI (0.23g, 1.2mmol), HOBT (0.16g, 1.2mmol) and triethylamine (0.41mL, 3.0mmol) in anhydrous CH2Cl2 (50mL) was stirred at room temperature for 10h under a nitrogen atmosphere. The reaction mixture was washed with water, dried over anhydrous Na2SO4, and evaporated. The crude product was purified by column chromatography using petroleum ether/ ethyl acetate (v/v=1:1) as eluent to obtain 0.15g of the target compound 1O as white solid in 24% yield. M.p. 504-505K; 1H NMR (400MHz, THF, ppm): delta 1.82 (s, 3H), 1.89 (s, 3H), 2.32 (s, 3H), 6.71 (s, 1H), 7.27-7.30 (m, 1H), 7.46 (s, 1H), 7.67 (d, 2H, J=8.0Hz), 8.07 (d, 2H, J=8.0Hz), 8.12 (d, 1H, J=8.0Hz), 8.20 (d, 1H, J=8.0Hz), 8.52 (d, 1H, J=8.0Hz), 8.84 (s, 1H), 10.45 (s, 1H); 13C NMR (100MHz, THF, ppm): delta 11.50, 11.62, 12.01, 113.63, 118.49, 118.70, 122.10, 122.44, 122.73, 123.19, 124.37, 126.98, 131.74, 134.40, 134.77, 136.38, 136.93, 138.13, 139.25, 140.62, 151.42, 152.96, 153.39, 163.66; IR (KBr, nu, cm-1):712, 735, 759, 783, 809, 825, 843, 890, 937, 988, 1050, 1102, 1138, 1187, 1264, 1275, 1336, 1424, 1493, 1608, 1674, 2860, 2928, 3217, 3517; Anal. Calcd for C31H21F6N3OS2: C, 59.13; H, 3.36; N, 6.67; found: C, 59.04; H, 3.41; N, 6.59; HRMS-ESI (m/z): [M+Na+]+ calcd. 652.0928, found: 652.0901., 15992-83-3

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

Reference£º
Article; Zhang, Xiaoxia; Wang, Renjie; Fan, Congbin; Liu, Gang; Pu, Shouzhi; Dyes and Pigments; vol. 139; (2017); p. 208 – 217;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

54920-82-0,1,7-Naphthyridin-2(1H)-one, cas is 54920-82-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

To a mixture of 1,7-naphthyridin-2(1H)-one (10 g, 68 mmol) in DMF (100 mL), BnBr (12.8 g, 75 mmol) was added. The mixture was stirred at 80 ¡ãC for 12 h. After cooling down, the reaction mixture was diluted with DCM/PE (100 mL/200 mL). The precipitate was filtered and dried to give 7-benzyl-2-oxo- 1 ,2-dthydro- 1 ,7-naphthyridin-7-ium Bromide (13.1 g, yield: 61percent) as a yellow solid. ESI-MS (M+H): 237.1.

With the rapid development of chemical substances, we look forward to future research findings about 1,7-Naphthyridin-2(1H)-one

Reference£º
Patent; BIOGEN MA INC.; CAPACCI, Andrew, George; DECHANTSREITER, Michael; ENYEDY, Istvan; JONES, John, H.; LIN, Edward, Yin-Shiang; LUCAS, Brian, Stuart; MA, Bin; (273 pag.)WO2018/140876; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

To a solution of 1.00 g of 3-bromo-1,5-naphthyridine in 5 mL of 1,4-dioxane, 0.67 g of tert-butylcarbamate, 2.18 g of cesium carbonate, 44 mg of tris(benzylideneacetone)dipalladium and 83 mg of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene were added, and the mixture was stirred at 80C for 12.5 hours under an argon atmosphere. Water and chloroform were added to the reaction mixture, and the organic layer was separated. The organic layer was washed with a saturated aqueous sodium chloride solution, and 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 silica gel; Silica Gel 60N made by KANTO CHEMICAL CO., INC., and an eluent of chloroform:methanol 10:1 to obtain 1.03 g of tert-butyl 1,5-naphthyridin-3-ylcarbamate as a yellow oily substance. 1H-NMR (DMSO-d6) delta: 1.53 (9H, s), 7.60-7.65 (1H, m), 8.32 (1H, d, J = 4.1 Hz), 8.52 (1H, s), 8.90-8.93 (1H, m), 8.97-9.00 (1H, m), 10.08 (1H, s), 17965-71-8

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

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