Month: November 2020

1569-16-0, 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-Methyl[1,8]-Naphthyridine, cas is 1569-16-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

A flask was charged with SeO2 (1.3 g, 11.7 mmol), 1,4-dioxane (20 mL) and a few drops of water. After the solution was refluxed for a few minutes, 2-methyl-1,8-naphthyridine (1 g, 6.9 mmol) was slowly added and the mixture turned red. The solution was then maintained at then continuing refluxed for another 3 h and during this time the red solution changed to brownish black. The hot solution was then filtered and the solvent was removed in vacuum. The resulting residue was dissolved in CH2Cl2, washed with water (3 x 30 mL), dried over Na2SO4 and concentrated under vacuum to give a brown solid. m.p. 65-68 ¡ãC. Yield: 60percent (0.67 g, 4.2 mmol). 1H-NMR (400 MHz, CDCl3) delta (ppm): 10.32 (s, 1H), 9.28-9.27 (m, 1H), 8.40 (d, J = 8.4 Hz, 1H), 8.32 (dd, J = 8.4 Hz, J = 1.2 Hz, 1H), 8.15 (d, J = 8.4 Hz, 1H), 7.63 (dd, J = 8.4 Hz, J = 4 Hz, 1H). 13C-NMR (100 MHz, CDCl3) delta: 193.5, 155.6, 155.4, 154.9, 138.8, 137.1, 125.2, 124.0, 118.3 ppm. Anal. Calcd for C9H6N2O: C 68.35; H 3.82, N 17.71. Found: C 68.21; H 3.56, N 17.85.

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-Methyl[1,8]-Naphthyridine, 1569-16-0

Reference£º
Article; Liu, Guiyan; Liu, Chengxin; Han, Fangwai; Wang, Zhongliang; Wang, Jianhui; Tetrahedron Letters; vol. 58; 8; (2017); p. 726 – 731;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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.

0391-2 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (79 mg), bis(pinacolato)diboron (99 mg), (1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloride (26 mg), potassium acetate (64 mg), and 1,4-dioxane (2 mL) was stirred at 80 C. for 2 hours in a nitrogen atmosphere. 4-Iodo-3-propyl-1-(3-(pyrrolidin-1-yl)propyl)-1H-pyrazole (113 mg), sodium carbonate (69 mg), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (23 mg), and water (0.2 mL) were added thereto, followed by stirring at 80 C. for 3 hours. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (methanol-ethyl acetate, NH silica), thereby obtaining 2-chloro-7-(3-propyl-1-(3-(pyrrolidin-1-yl)propyl)-1H-pyrazol-4-yl)-1,5-naphthyridine (53 mg). MS m/z (M+H): 384.

1309774-03-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1309774-03-5 ,7-Bromo-2-chloro-1,5-naphthyridine, other downstream synthetic routes, hurry up and to see

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

15944-34-0, 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. 7-Chloro-1,8-naphthyridin-2-ol, cas is 15944-34-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

10. i. 7-methoxy-lH-[l, 8]naphthyridin-2-one:To a solution of 7-chloro-lH-[l,8]naphthyridin-2-one (prepared as described in J. Org. Chem. (1990), 55, 4744; 5.36 g, 29.68 mmol) in MeOH (98 niL) was added sodium methoxide (25 wt% in MeOH, 161 mL). The resulting solution was stirred at reflux for15 h. The solvent was removed in vacuo. Water (100 mL) and EA (80 mL) were added.The phases were separated and the aq layer was extracted with EA (8 x 80 mL). The combined org. layers were washed with brine (50 mL), dried over MgSO4, filtered and evaporated under reduced pressure. The title compound was obtained as a beige solid(5.22 g, 100% yield).1H NMR (d6DMSO) delta: 11.96 (s, 1eta); 7.96 (d, J = 8.5 Hz, IH); 7.81 (d, J = 9.4 Hz, IH); 6.63 (d, J = 8.5 Hz, IH); 6.34 (d, J = 9.4 Hz, IH); 3.90 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis,15944-34-0,7-Chloro-1,8-naphthyridin-2-ol,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/147616; (2009); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

It is a common heterocyclic compound, the naphthyridine compound, 8-Methoxy-1,7-naphthyridin-6-amine, cas is 55716-28-4 its synthesis route is as follows.

B. 6-Trifluoromethylsulfonyloxy-8-methoxy-1,7-naphthyridine To a solution of 6-amino-8-methoxy-1,7-naphthyridine (19 g, 0.108 mol) in a 1:1 mixture of water and trifluoromethane sulfonic acid (380 ml) is carefully added a solution of sodium nitrite (11.2 g, 0.162 mol) in water (40 ml) at 0 C. After 1 h the cooling bath is removed and the reaction mixture stirred for an other hour at ambient temperature. Then, ethyl acetate (500 ml) is added and the solution is neutralized by adding sodium bicarbonate (4N, 1 l). The water phase is extracted again with ethyl acetate (3*500 ml). The organic solvent is evaporated and the crude product is purified by flash column chromatography on silica gel (20:3 toluene/acetone) affording the title compound. M+308; Melting point 99-101 C.

55716-28-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,55716-28-4 ,8-Methoxy-1,7-naphthyridin-6-amine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Novartis AG; US6136821; (2000); A;,
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

1260670-05-0, 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. 3-Bromo-8-chloro-1,7-naphthyridine, cas is 1260670-05-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Step 1 To a stirred solution of intermediate A-10 (1.43 g, 3.36 mmol) and 3-bromo-8-chloro-l,7- naphthyridine (0.982 g, 4.03 mmol) in THF (34 ml) was added LHMDS in THF (11.8 ml, 11.8 mmol) at RT. The mixture was stirred at 45 C for 14 h, cooled, and diluted with dichloromethane (200 mL) and water (50 ml). The organic layers were collected, dried with magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (120 g of Si02> 0-100% EtOAc in hexane) to provide example 17. MS for example 17: m/e = 532 and 534 (M+l).

The chemical industry reduces the impact on the environment during synthesis,1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,I believe this compound will play a more active role in future production and life.

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

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

To 1,7-naphthyridine-2(1H)-one (CAS registration No.: 54920-82-0) (900 mg), ethanol (20 mL) and benzylbromide (0.8 mL) were added. The resulting mixture was heated and stirred at 80¡ãC for 18 hours. The resulting mixturewas cooled to 0¡ãC, and then sodium borohydride (1100 mg) was added thereto. The resulting product was stirred at0¡ãC for 10 minutes, and then hydrochloric acid was added thereto. The resulting mixture was stirred at room temperaturefor 90 minutes. The resulting product mixture was neutralized with sodium hydroxide, and then ethyl acetate was addedto extract the organic layer. The organic layer was extracted. The organic layer was washed with a saturated salinesolution, and then dried over anhydrous sodium sulfate, and the solvent was removed by evaporation under reducedpressure. Thereafter, the resulting solid was washed with ethyl acetate to obtain the title compound (900 mg) havingthe following physical property values.1H-NMR (CD3OD): delta 2.66, 2.80, 3.45, 3.75, 6.40, 7.29-7.44

54920-82-0, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,54920-82-0 ,1,7-Naphthyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ONO Pharmaceutical Co., Ltd.; INUKAI, Takayuki; TAKEUCHI, Jun; YASUHIRO, Tomoko; WOLF, Mark Allan; PAWAR, Vijay Dattaram; CHAKRABARTI, Anjan; CHITTIMALLA, Santhosh Kumar; (85 pag.)EP3067356; (2016); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

952059-69-7, 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. 8-Chloro-3-methoxy-1,5-naphthyridine, cas is 952059-69-7,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Example 41 (Method C5)Synthesis of N-(6-(7-methoxy-l,5-naphthyridin-4-yloxy)pyridin-3-yl)-4- phenylphthalazin-l-amine A pyrex reaction tube was charged with 8-chloro-3-methoxy-l ,5-naphthyridine (50 mg, 0.26 mmol), 5-(4-phenylphthalazin-l-ylamino)pyridin-2-ol (80 mg, 0.26 mmol), cesium carbonate (249 mg, 0.76 mmol) and DMSO (2 mL). The tube was sealed and the reaction mixture was heated to 130 0C. After 3.5 h, an aliquot was analyzed by LCMS, and the desired product was determined to be the major peak. The reaction mixture was diluted with DMSO and purified by Gilson HPLC {5-65% (0.1% TFA in CH3CN) in H2O over 20 min}. The product-containing fractions were combined, basifed by addition of aq. NaHCO3 and extracted with DCM. The organic portion was dried with Na2SO4, filtered, and concentrated to afford material that was further purified by silica gel chromatography, 90/10/1 CH2Cl2MeOHZNH4OH. This provided N-(6-(7-methoxy-l,5-naphthyridin-4- yloxy)pyridin-3-yl)-4-phenylphthalazin-l -amine as pure material. MS [M+H] = 473.01.48minutes. Calc’d for C28H20N6O2: 472.5.

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 8-Chloro-3-methoxy-1,5-naphthyridine, 952059-69-7

Reference£º
Patent; AMGEN INC.; WO2008/124083; (2008); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

952059-69-7, 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. 8-Chloro-3-methoxy-1,5-naphthyridine, cas is 952059-69-7,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Under an atmosphere of argon, a mixture of 4-chloro-7-methoxy-l,5-naphthyridine (1 g), methyl 2-(4-hydroxy-2-methoxyphenyl)acetate (1.01 g), caesium carbonate (5.02 g) and DMF (10 ml) was stirred and heated to 1000C for 3 hours. The resultant mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of ethyl acetate and methanol as eluent. There was thus obtained methyl 2-[2-methoxy-4-(7-methoxy-l,5-naphthyridin- 4-yloxy)phenyl]acetate (1.23 g); 1H NMR Spectrum: (DMSOd6) 3.63 (s, 3H)5 3.65 (s, 2H)5 3.76 (S5 3H)5 4.0 (s, 3H)5 6.75 (m, 2H), 6.95 (d, IH), 7.3 (d, IH), 7.79 (d, IH)5 8.72 (m, 2H); Mass Spectrum: M+H+ 355.

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 8-Chloro-3-methoxy-1,5-naphthyridine, 952059-69-7

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113548; (2007); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem