Category: 7689-62-5

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO148,mainly used in chemical industry, its synthesis route is as follows.,7689-62-5

2-chloro-1,5-naphthyridine (101 mg, 0.614 mmol), boronate ester R1 (195 mg, 0.920 mmol), S-Phos (25.2 mg, 0.061 mmol), K3PO4 (391 mg, 1.841 mmol) and PdOAc2 (6.89 mg, 0.031 mmol) were combined in a 5-mL microwave vial in THF (2.5 mL) and water (500 mul). The reaction mixture was heated at 100 C for 15 min. The reaction mixture was diluted with EtOAc (20 mL), washed with sat. aq. NaHCO3 (25 mL) and brine (25 mL), dried over MgSO4 filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (10 to 100% EtOAc in hexanes) to afford the title compound as a pale orange solid (118 mg, 90%). 1H NMR (500 MHz, DMSO): delta 9.02 (dd, J = 4.1, 1.6 Hz, 1 H), 8.48 (d, J = 8.8 Hz, 1 H), 8.48-8.42 (m, 1 H), 8.25 (d, J = 8.7 Hz, 1 H), 7.84-7.79 (m, 2 H), 7.13 (d, J = 16.0 Hz, 1 H), 4.25 (q, J = 7.1 Hz, 2 H), 1.30 (t, J = 7.1 Hz, 3 H) ppm; LRMS m/z (M+H) 229.2 found, 229.1 required.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Chloro-1,5-naphthyridine,belong naphthyridine compound

Reference£º
Patent; Merck Sharp & Dohme Corp.; BRESLIN, Michael J.; COX, Christopher D.; HARTINGH, Timothy J.; PERO, Joseph; RAHEEM, Izzat T.; ROSSI, Michael; VASSALLO, Laura; (89 pag.)EP2714041; (2016); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,2-Chloro-1,5-naphthyridine,7689-62-5,Molecular formula: C8H5ClN2,mainly used in chemical industry, its synthesis route is as follows.,7689-62-5

200 mg of compound 31, 200 mg of compound 6a, and 350 mg of DIEA were suspended in 10 ml of NMP, and heated to 150 C. and stirred for 1 h. After the TLC detection reaction was completed, cooled, added 40 ml of water, and extracted twice with ethyl acetate. The organic phases were combined, washed with water, dried, and purified by TLC (petroleum ether: ethyl acetate = 1: 1) to obtain 250 mg of intermediate 32.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Chloro-1,5-naphthyridine,belong naphthyridine compound

Reference£º
Patent; Beijing Fulong Kangtai Biological Co., Ltd.; Ji Qi; Gao Congmin; Wang Lei; Gong Longlong; Chen Bo; Du Zhenjian; (21 pag.)CN110857304; (2020); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 2-Chloro-1,5-naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 7689-62-5, its synthesis route is as follows.,7689-62-5

2-chloro- 1 ,5-naphthyridine ( 10- 1 ) (35 g, 213 mmol) in toluene (420 mL) was treated with tributyl(vinyl)stannane (101 g, 93.4 mL, 319 mmol) and tetrakis( phenylphosphine)palladium (36.9 g, 31.9 mmol). The mixture was heated at 140 C under microwave irradiation for 20 min, then cooled and concentrated in vacuo. The residue was purified by silica gel flash column chromatography, eluting with 0-100% EtO Ac/heptane. The fractions containing the desired product (10-2) were pooled, and after solvent removal in vacuo, 19 g (57%) of the product were obtained. LC/MS: m/z (M+H) = 157.2.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BARROW, James, C.; COX, Christopher, D.; NOLT, Mark, B.; SHIPE, William, D.; WO2013/74390; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

It is a common heterocyclic compound, the naphthyridine compound, 2-Chloro-1,5-naphthyridine, cas is 7689-62-5 its synthesis route is as follows.,7689-62-5

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 2- chloro-1 ,5-naphthyridine (2) (329mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13ml_). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt and concentrated in vacuo, CH2CI2 (15ml_) and H20 (15ml_) were added. The organic phase was separated and the water layer was extracted with EtOAc (15ml_). The organic layers were combined and Pd- scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (121 mg, 27%). (0160) LCMS (ES): Found 224.3 [M+Hf.

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

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

2-Chloro-1,5-naphthyridine, cas is 7689-62-5, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.,7689-62-5

A glass microwave reaction vessel was charged with 1-(trans-4-aminocyclohexyl)-3-cyclopropyl-1H-imidazo[4,5-b]pyrazin-2(3H)-one (0.1050 g, 0.339 mmol), 2-chloro-1,5-naphthyridine (0.067 g, 0.407 mmol, 00358), and diisopropylethylamine (0.177 ml, 1.017 mmol, Sigma-Aldrich Chemical Company, Inc.) in DMSO (0.484 ml) and heated to 120 C. for 2 days. The crude product was purified by reverse-phase preparative HPLC using a Phenomenex Gemini column, 10 micron, 100*50 mm, 0.1% TFA in CH3CN/H2O, gradient 10% to 90% over 15 min. Fractions containing product were collected and concentrated. The product was taken up in DCM and loaded onto a Silicycle Si-carbonate cartridge and washed with DCM and MeOH to remove any salts to give the title compound (6.4 mg, 0.016 mmol, 4.7% yield). LCMS showed product peak at 1.434 min (m+1=402.0). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.09-1.24 (m, 4H) 1.37-1.53 (m, 2H) 1.94 (d, J=11.93 Hz, 2H) 2.39 (d, J=12.13 Hz, 2H) 2.68 (qd, J=12.91, 3.13 Hz, 2H) 2.97-3.09 (m, 1H) 4.08-4.24 (m, 1H) 4.47 (tt, J=12.32, 3.91 Hz, 1H) 6.85 (d, J=9.19 Hz, 1H) 7.45 (dd, J=8.41, 4.30 Hz, 1H) 7.91-7.96 (m, 2H) 7.97 (d, J=8.61 Hz, 1H) 8.03 (d, J=9.19 Hz, 1H) 8.60 (d, J=3.33 Hz, 1H)

7689-62-5 is used more and more widely, we look forward to future research findings about 2-Chloro-1,5-naphthyridine

Reference£º
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 2-Chloro-1,5-naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 7689-62-5, its synthesis route is as follows.,7689-62-5

A glass microwave reaction vessel was charged with 1-(trans-3-aminocyclobutyl)-3-cyclopropyl-1H-imidazo[4,5-b]pyrazin-2(3H)-one hydrochloride (Intermediate 79, 0.133 g, 0.472 mmol), 2-chloro-1,5-naphthyridine (0.100 g, 0.608 mmol) and DMSO (2 mL). N,N-Diisopropylethylamine (0.250 mL, 1.437 mmol) was added and the reaction mixture was sealed under argon and heated at 100 C. for 59 h. The reaction was cooled to room temperature and partitioned between water/DCM. The aqueous layer was extracted with DCM (3*) and the combined organic layers were evaporated onto silica gel and purified by flash chromatography (Isco, (25 gram)) eluting with 2M NH3 in MeOH:CH2Cl2 (0:1?1:19) to give 67 mg (34%) of a white crystalline solid. ESI-MS 374.0 [M+1]. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.49 (dd, J=4.30, 1.56 Hz, 1H), 8.00 (d, J=3.33 Hz, 1H), 7.97 (d, J=3.33 Hz, 1H), 7.93 (d, J=9.19 Hz, 1H), 7.81-7.89 (m, 2H), 7.46 (dd, J=8.41, 4.11 Hz, 1H), 7.02 (d, J=9.19 Hz, 1H), 5.21 (m, 1H), 4.64-4.76 (m, 1H), 3.25-3.38 (m, 2H), 2.91-3.02 (m, 1H), 2.34-2.45 (m, 2H), 0.94-1.11 (m, 4H)

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

Reference£º
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (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.7689-62-5,2-Chloro-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,7689-62-5

EXAMPLE 3 Ethyl 3-(1,5-naphthyridin-2-yl)prop-2-enoate (H1) 2-chloro-1,5-naphthyridine (101 mg, 0.614 mmol), boronate ester B1 (195 mg, 0.920 mmol), S-Phos (25.2 mg, 0.061 mmol), K3PO4 (391 mg, 1.841 mmol) and PdOAc2 (6.89 mg, 0.031 mmol) were combined in a 5-mL microwave vial in THF (2.5 mL) and water (500 mul). The reaction mixture was heated at 100 C for 15 min. The reaction mixture was diluted with EtOAc (20 mL), washed with sat. aq. NaHCO3 (25 mL) and brine (25 mL), dried over MgSO4, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (10 to 100% EtOAc in hexanes) to afford the title compound as a pale orange solid (118 mg, 90%). 1H NMR (500 MHz, DMSO): delta 9.02 (dd, J = 4.1, 1.6 Hz, 1 H), 8.48 (d, J = 8.8 Hz, 1 H), 8.48-8.42 (m, 1 H), 8.25 (d, J = 8.7 Hz, 1 H), 7.84-7.79 (m, 2 H), 7.13 (d, J = 16.0 Hz, 1 H), 4.25 (q, J = 7.1 Hz, 2 H), 1.30 (t, J = 7.1 Hz, 3 H) ppm; LRMS m/z (M+H) 229.2 found, 229.1 required.

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

Reference£º
Patent; Merck Sharp & Dohme Corp.; COX, Christopher D.; RAHEEM, Izzat T.; SCHREIER, John D.; (63 pag.)EP2621926; (2017); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 2-Chloro-1,5-naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 7689-62-5, its synthesis route is as follows.,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)

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

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

2-Chloro-1,5-naphthyridine, cas is 7689-62-5, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.,7689-62-5

A solution of the compound 0001-2 (2.88 g) and sodium acetate (2.89 g) in acetic acid (15 mL) was stirred at 85C for 5 minutes. A solution of bromine (0.99 mL) in acetic acid (2.5 mL) was dropwise added thereto. Further acetic acid (2 mL) was added dropwise thereto, and the mixture was stirred at 85C for 3 hours. To a 6 M aqueous sodium hydroxide solution (60 mL) under stirring with ice-cooling, the reaction solution which had been cooled to room temperature was added dropwise. The precipitated solid was separated by filtration, and the solid was then suspended in methanol (5 mL), and thereafter subjected to sonication. Thereafter, the suspension was filtered, and then the resulting solid was washed with methanol (3 mL). The obtained solid was suspended in a 75 v/v% aqueous methanol solution (8 mL), subjected to sonication, and then the suspension was filtered, and the residue was then washed with a 75 v/v% aqueous methanol solution twice to obtain a compound 0001-3 (3.33 g) as a pale yellow solid. 1H-NMR (DMSO-d6) delta: 9.13 (1H, d), 8.77 (1H, dd), 8.53 (1H, dd), 7.91 (1H, d). MS m/z (M+H): 245.

7689-62-5 is used more and more widely, we look forward to future research findings about 2-Chloro-1,5-naphthyridine

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; FURUYA, Kentarou; TERAO, Takahiro; SEKINE, Shinichirou; NAKAGAWA, Daisuke; EP2727920; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

7689-62-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2-Chloro-1,5-naphthyridine, cas is 7689-62-5,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

2-chloro-1,5-naphthyridine (101 mg, 0.614 mmol), boronate ester R1 (195 mg, 0.920 mmol), S-Phos (25.2 mg, 0.061 mmol), K3PO4 (391 mg, 1.841 mmol) and PdOAc2 (6.89 mg, 0.031 mmol) were combined in a 5-mL microwave vial in THF (2.5 mL) and water (500 mul). The reaction mixture was heated at 100 C for 15 min. The reaction mixture was diluted with EtOAc (20 mL), washed with sat. aq. NaHCO3 (25 mL) and brine (25 mL), dried over MgSO4 filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (10 to 100% EtOAc in hexanes) to afford the title compound as a pale orange solid (118 mg, 90%). 1H NMR (500 MHz, DMSO): delta 9.02 (dd, J = 4.1, 1.6 Hz, 1 H), 8.48 (d, J = 8.8 Hz, 1 H), 8.48-8.42 (m, 1 H), 8.25 (d, J = 8.7 Hz, 1 H), 7.84-7.79 (m, 2 H), 7.13 (d, J = 16.0 Hz, 1 H), 4.25 (q, J = 7.1 Hz, 2 H), 1.30 (t, J = 7.1 Hz, 3 H) ppm; LRMS m/z (M+H) 229.2 found, 229.1 required.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-Chloro-1,5-naphthyridine, 7689-62-5

Reference£º
Patent; Merck Sharp & Dohme Corp.; BRESLIN, Michael J.; COX, Christopher D.; HARTINGH, Timothy J.; PERO, Joseph; RAHEEM, Izzat T.; ROSSI, Michael; VASSALLO, Laura; (89 pag.)EP2714041; (2016); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem