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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

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)

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

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

Analyzing the synthesis route of 17965-71-8

17965-71-8, The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

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.

Example 251; The compound obtained in Example 250 (50 mg) was dissolved in acetonitrile (1.5 ml), the solution was added with 3-bromo-1,5- naphthyridine (21.1 mg) obtained by the method described in the literature (Journal of Organic Chemistry, 1968, vol.

17965-71-8, The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

Analyzing the synthesis route of 17965-71-8

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

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

Nitrogen was flushed into a stirred solution of 3-bromo-1,5-naphthyridine (2 g, 9.56 mmol) in dry toluene for 15min. 1-Ethoxy vinyl tributyltin (3.8 g, 10.52 mmol) and Bis(triphenylphosphine)palladium chloride (0.33 g, 4.7 mmol) were added and the mixture was stirred overnight at 90 C. The reaction mixture was cooled to rt and filtered through celite. The filtrate was concentrated under vacuum. 6N HCI (50 mL) was added to the resulting mixture and the solution was stirred for 1 h at rt. It was then neutralized with a saturated solution of NaHCO3. It extracted with EtOAc (3 x 150 mL). Combined organic layer was washed with brine (50 mL), dried over anhydrous Na2SO4 and concentrated under vacuum to get crude product. The crude was purified by flash column chromatography to afford the title compound. Yield: 62% (1.0 g, yellow solid). 1H NMR (400 MHz, DMSO-de): delta 9.39 (d, J = 2.8 Hz, 1 H), 9.14-9.12 (m, 1 H), 8.96 (d, J = 2.4 Hz, 1 H), 8.51 (d, J = 11.6 Hz, 1 H), 7.93-7.89 (m, 1 H), 7.65-7.54 (m, 1 H), 2.50 (d, J = 2.4 Hz, 3H). LCMS: (Method A) 173.2 (M +H), Rt. 1.63 min, 90.89% (Max).

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Share a compound : 3-Bromo-1,5-naphthyridine

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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 3-bromo-l,5-naphthyridine (C-2) (4.181 g, 20.0 mmol, 1.0 eq ) in 1,4-dioxane (100 mL), tert-butylcarbamate (2.812 g, 24.0 mmol, 1.2 eq), cesium carbonate (9.132 g, 28.0 mmol, 1.4 eq), tris(benzylideneacetone)dipalladium (183 mg, 0.20 mmol, 0.01 eq) and Xantphos (347 mg, 0.60 mmol, 0.03 eq) were added. The mixture was heated at reflux for 16 h under an argon atmosphere. After the reaction mixture was cooled to RT, it was diluted with water (300 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2S04 and filtered. The filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column chromatography (15 – 25%o ethyl acetate- petroether) to afford the desired product, tert-butyl l,5-naphthyridin-3-ylcarbamate (D-12) (4.047 g, 82.5% yield) as a yellow oil. ‘H NMR (300 MHz, DMSO-17965-71-8, As the rapid development of chemical substances, we look forward to future research findings about 17965-71-8

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

Extracurricular laboratory: Synthetic route of 17965-71-8

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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.

Example 1.1.1 and Example 1.1.2: 3-Bromo-[1,5]naphthyridine-5-oxide and 3-bromo-1,5-naphthyridine-1-oxide [Show Image] [Show Image] 4.43 g (21.2 mmol, 1 eq) of 3-bromo-1,5-naphthyridine (W. Czuba, Recueil des Travaux Chimiques des Pays-Bas 1963, 82, 988-996) were introduced in 165 mL of methylene chloride. 5.23 g (21.2 mmol, 1 eq) of meta-chloroperbenzoic acid were then added portionwise at 0 C. The mixture was stirred at rt for 18 h. The mixture was washed with 1M aqueous NaOH solution and water. Organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride /ethanol : 98/2 as eluent. The solvent was evaporated to dryness to afford 3.08 g of 3-bromo-1,5-naphthyridine-5-oxide (pale yellow powder) with 64% yield and 1.00 g of 3-bromo-1,5-naphthyridine-1-oxide (yellow powder) with 21 % yield.3-Bromo-[1,5]naphthyridine-5-oxide Yield: 3.08 g (64 % of theory). m.p.: 148-149 C. 1H-NMR (DMSO-d6, 400 MHz): delta.= 9,21 (d, 1H); 9,10 (d, 1H); 8,75 (d, 1H); 8,06 (d, 1H); 7,80 (dd, 1H) ppm. MS: m/z 226 (M+H+).3-Bromo-[1,5]naphthyridine-1-oxide Yield: 1.00 g (21 % of theory). m.p.: 153-154 C. 1H-NMR (DMSO-d6, 400 MHz): delta= 9,12 (d, 1H); 9,03 (s, 1H); 8,86 (d,1H); 8,36 (s, 1H); 7,94 (dd, 1H) ppm. MS: m/z 226 (M+H+).

17965-71-8, As the rapid development of chemical substances, we look forward to future research findings about 17965-71-8

Reference£º
Patent; Aeterna Zentaris GmbH; EP2332939; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Some tips on 17965-71-8

17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

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 1.1.1 and Example 1.1.2: 3-Bromo-[1,5]naphthyridine-5-oxide and 3-bromo-1,5-naphthyridine-1-oxide [Show Image] [Show Image] 4.43 g (21.2 mmol, 1 eq) of 3-bromo-1,5-naphthyridine (W. Czuba, Recueil des Travaux Chimiques des Pays-Bas 1963, 82, 988-996) were introduced in 165 mL of methylene chloride. 5.23 g (21.2 mmol, 1 eq) of meta-chloroperbenzoic acid were then added portionwise at 0 C. The mixture was stirred at rt for 18 h. The mixture was washed with 1M aqueous NaOH solution and water. Organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride /ethanol : 98/2 as eluent. The solvent was evaporated to dryness to afford 3.08 g of 3-bromo-1,5-naphthyridine-5-oxide (pale yellow powder) with 64% yield and 1.00 g of 3-bromo-1,5-naphthyridine-1-oxide (yellow powder) with 21 % yield.3-Bromo-[1,5]naphthyridine-5-oxide Yield: 3.08 g (64 % of theory). m.p.: 148-149 C. 1H-NMR (DMSO-d6, 400 MHz): delta.= 9,21 (d, 1H); 9,10 (d, 1H); 8,75 (d, 1H); 8,06 (d, 1H); 7,80 (dd, 1H) ppm. MS: m/z 226 (M+H+).3-Bromo-[1,5]naphthyridine-1-oxide Yield: 1.00 g (21 % of theory). m.p.: 153-154 C. 1H-NMR (DMSO-d6, 400 MHz): delta= 9,12 (d, 1H); 9,03 (s, 1H); 8,86 (d,1H); 8,36 (s, 1H); 7,94 (dd, 1H) ppm. MS: m/z 226 (M+H+).

17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; Aeterna Zentaris GmbH; EP2332939; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Brief introduction of 17965-71-8

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

17965-71-8, 3-Bromo-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,17965-71-8

A solution of ethyl 2,3-dihydro-lH-isoindole-4-carboxylate hydrochloride (80 mg, 0.35 mmol), 3-bromo-l,5-naphthyridine (144 mg, 0.69 mmol), Pd2(dba)3-chloroform adduct (18.2 mg, 0.018 mmol), XantPhos (20.3 mg, 0.04 mmol), and cesium carbonate (344 mg, 1.06 mmol) in toluene (5 mL) stirred for 16 h at 100 C. The reaction was then quenched by the addition of 10 mL of water. The resulting solution was extracted with 2×20 mL of dichloromethane, and the combined organic phases were washed with 1×10 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 20:1 dichloromethane/methanol) to afford ethyl 2-(l,5-naphthyridin-3-yl)-2,3-dihydro-lH-isoindole-4-carboxylate (110 mg, 98%) as a red solid. MS: (ESI, m/z): 320[M+H]+.

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Simple exploration of 17965-71-8

17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

17965-71-8, 3-Bromo-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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).

17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

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

Some tips on 17965-71-8

17965-71-8, 17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

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.

To 50 mL of chloroform, 5.00 g of 3-bromo-1,5-naphthyridin was dissolved, 6.40 g of m-chloroperbenzoic acid was added thereto, and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture, a 5% aqueous sodium thiosulfate solution and chloroform were added, and the organic layer was separated, washed sequentially with a 5% aqueous sodium hydroxide solution and 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; Chromatorex-NH made by Fuji Silysia Chemical Ltd., and an eluent of ethyl acetate:hexane = 1:1 to obtain 1.95 g of 3-bromo-1,5-naphthyridin-5-oxide as a light yellow solid. 1H-NMR (CDCl3) delta: 7.55 (1H, dd, J = 8.7, 6.0 Hz), 7.99 (1H, d, J = 8.7 Hz), 8.55 (1H, d, J = 6.0 Hz), 9.04 (1H, d, J = 2.3 Hz), 9.23 (1H, d, J = 2.3 Hz)

17965-71-8, 17965-71-8 3-Bromo-1,5-naphthyridine 12878818, anaphthyridine compound, is more and more widely used in various fields.

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

Brief introduction of 17965-71-8

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

17965-71-8, 3-Bromo-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,17965-71-8

Example 1.1.1 and Example 1.1.2: 3-Bromo-[1 ,5]naphthyridine-5-oxide and 3- bromo-1 ,5-naphthyridine-1 -oxide4.43 g (21.2 mmol, 1 eq) of 3-bromo-1 ,5-naphthyridine (W. Czuba, Recueil des Travaux Chimiques des Pays-Bas 1963, 82, 988-996) were introduced in 165 ml. of methylene chloride. 5.23 g (21.2 mmol, 1 eq) of mefa-chloroperbenzoic acid were then added portionwise at 0 C. The mixture was stirred at rt for 18 h. The mixture was washed with 1 M aqueous NaOH solution and water. Organic layer was dried over Na2S04, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride /ethanol : 98/2 as eluent. The solvent was evaporated to dryness to afford 3.08 g of 3-bromo-1 ,5- naphthyridine-5-oxide (pale yellow powder) with 64% yield and 1.00 g of 3-bromo-1 ,5- naphthyridine-1 -oxide (yellow powder) with 21 % yield.3-Bromo-[1 ,5]naphthyridine-5-oxideYield: 3.08 g (64 % of theory). m.p.: 148-149 C.1H-NMR (DMSO-d6, 400 MHz): delta = 9,21 (d, 1 H); 9, 10 (d, 1 H); 8,75 (d, 1 H); 8,06 (d, 1 H); 7,80 (dd, 1 H) ppm. MS: m/z 226 (M+H+).3-Bromo-[1 ,5]naphthyridine-1 -oxide Yield: 1.00 g (21 % of theory), m.p.: 153-154 C.1H-NMR (DMSO-d6, 400 MHz): delta = 9, 12 (d, 1 H); 9,03 (s, 1 H); 8,86 (d, 1 H); 8,36 (s, 1 H); 7,94 (dd, 1 H) ppm.MS: m/z 226 (M+H+).

The synthetic route of 17965-71-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AeTERNA ZENTARIS GMBH; WO2011/64250; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem