1309774-03-5 | Page 4 of 11 | Heterocyclic Building Blocks-Naphthyridine

Some tips on 7-Bromo-2-chloro-1,5-naphthyridine

With the complex challenges of chemical substances, we look forward to future research findings about 1309774-03-5,belong naphthyridine compound

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

0490-1 A suspension of 7-bromo-2-chloro-1,5-naphthyridine (183 mg), bis(pinacolato)diboron (190 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (46 mg), and potassium acetate (147 mg) in 1,4-dioxane (2 mL) was stirred at 100 C. for 1 hour in a nitrogen atmosphere. tert-Butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate (151 mg), sodium carbonate (106 mg) and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (18 mg) were added to the reaction mixture, followed by stirring at 110 C. for 1 hour. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added thereto. The organic layer was collected by separation, washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate-hexane), thereby obtaining tert-butyl 3-(4-(6-chloro-1,5-naphthyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (63 mg) as a white solid. MS m/z (M+H): 386.

With the complex challenges of chemical substances, we look forward to future research findings about 1309774-03-5,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

Brief introduction of 1309774-03-5

1309774-03-5, The synthetic route of 1309774-03-5 has been constantly updated, and we look forward to future research findings.

1309774-03-5, 7-Bromo-2-chloro-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0375-2 1,4-Dioxane (2 mL)/water (0.2 mL) was added to a mixture of 7-bromo-2-chloro-1,5-naphthyridine (75 mg), 2-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyridine (105 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (21 mg), and sodium carbonate (65 mg), followed by stirring at 100 C. for 2 hours. After the reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the filter cake was washed with ethyl acetate. The filtrate and the washings were combined, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate-hexane, methanol-ethyl acetate, NH silica), thereby obtaining 2-chloro-7-(1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl)-1,5-naphthyridine (64 mg) as a yellow solid. MS m/z (M+H): 322.

1309774-03-5, The synthetic route of 1309774-03-5 has been constantly updated, and we look forward to future research findings.

Some tips on 1309774-03-5

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

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

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

Some tips on 1309774-03-5

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

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

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).

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

Some tips on 1309774-03-5

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

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

0003-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (30 mg), 1,3,4-thiadiazole-2-amine (25 mg) and potassium carbonate (17 mg) in dimethylsulfoxide (0.5 mL) was stirred at 150 C. for 30 minutes using a microwave reaction apparatus. The reaction mixture was cooled to room temperature, and water was added thereto. The solid matter was collected by filtration, thereby obtaining N-(7-bromo-1,5-naphthyridin-2-yl)-1,3,4-thiadiazole-2-amine.

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

Downstream synthetic route of 1309774-03-5

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

1309774-03-5, 7-Bromo-2-chloro-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1309774-03-5

In a sealed tube, a mixture of 7-bromo-2-chloro-1,5-naphthyridine 4b (2.50 g, 10.3 mmol) and 28% aqueous ammonia solution (60 mL) in dioxane (60 mL) was heated at 140 C for 24 h. Then, the reaction mixture was allowed to cool at room temperature and water was added. The aqueous layer was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtrated and the solvent was removed under reduced pressure. The crude mixture was purified by column chromatography on silica gel eluting with dichloromethane, then dichloromethane/ethanol 98:2 to give compound 5 as a white solid (1.95 g, 85%); Rf=0.39 (CH2Cl2/EtOH, 96:4); mp: 168-169 C; 1H NMR (400 MHz, [D6]DMSO): delta=8.57 (d, J=2.1 Hz, 1H), 8.05 (d, J=2.1 Hz, 1H), 7.96 (d, J=9.1 Hz, 1H), 6.98 (br s, 2H), 6.04 (d, J=9.1 Hz, 1H); 13C NMR (100 MHz, [D6]DMSO): delta= 159.1, 145.1, 144.2, 138.6, 137.7, 133.8, 119.6, 116.9; MS (ESI) m/z (%): 224.0 (100) [M+H]+, 226.1 (100) [M+H+2]+.

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

Reference£º
Article; Defaux, Julien; Antoine, Maud; Loge, Cedric; Le Borgne, Marc; Schuster, Tilmann; Seipelt, Irene; Aicher, Babette; Teifel, Michael; Guenther, Eckhard; Gerlach, Matthias; Marchand, Pascal; Bioorganic and Medicinal Chemistry Letters; vol. 24; 16; (2014); p. 3748 – 3752;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The important role of 1309774-03-5

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

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

0540-1 A suspension of 7-bromo-2-chloro-1,5-naphthyridine (44 mg), 1-(4-aminopiperidin-1-yl)ethanone (26 mg), tris(dibenzylideneacetone)dipalladium(0) (15 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (30 mg), and sodium tert-butoxide (50 mg) in 1,4-dioxane (2 mL) was stirred at 80 C. for 4 hours. The reaction mixture was cooled to room temperature, and purified by silica gel column chromatography (methanol-ethyl acetate), thereby obtaining 1-(4-((6-chloro-1,5-naphthyridin-3-yl)amino)piperidin-1-yl)ethanone (8.1 mg). MS m/z (M+H): 305.

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

Downstream synthetic route of 7-Bromo-2-chloro-1,5-naphthyridine

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO449,mainly used in chemical industry, its synthesis 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.

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

Some tips on 1309774-03-5

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

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

Example 4b: Synthesis of 7-bromo-2-morpholino-l,5-naphthyridine F-32) [00336] 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- 1,5-naphthyridine (F-32) (180 mg, 74.7% yield). ESI-MS m/z : 294.01 [M+H]+.

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; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 1309774-03-5

With the rapid development of chemical substances, we look forward to future research findings about 7-Bromo-2-chloro-1,5-naphthyridine

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.

0032-1 1,4-Dioxane (2 mL) and a 2 mol/L sodium carbonate aqueous solution (315 muL) were added to a mixture of 7-bromo-2-chloro-1,5-naphthyridine (50 mg), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (77 mg), and bis(di-tert-butyl(4-dimethylaminophenyl)phosphino)dichloropalladium(II) (15 mg) in a nitrogen atmosphere, and the reaction vessel was sealed, followed by stirring at 100 C. for 5 hours. The reaction mixture was cooled to room temperature, and water and ethyl acetate were added thereto. The organic layer was collected by separation, washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate), thereby obtaining 2-chloro-7-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)-1,5-naphthyridine (57 mg) as a white solid. 1H-NMR (CDCl3) delta: 9.15 (1H, d, J=2.0 Hz), 8.35-8.31 (2H, m), 8.04 (1H, s), 8.00 (1H, s), 7.57 (1H, d, J=8.6 Hz), 5.53 (2H, s), 3.68-3.63 (2H, m), 0.99-0.93 (2H, m), 0.00 (9H, s)., 1309774-03-5

With the rapid development of chemical substances, we look forward to future research findings about 7-Bromo-2-chloro-1,5-naphthyridine