Month: October 2020

337958-60-8, 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. 5,7-Dichloro-1,6-naphthyridine, cas is 337958-60-8,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

To an ice cooled solution of 1 ,1-dimethylethyl (3S)-3-fluoro-3-(hydroxymethyl)-1 – piperidinecarboxylate (1.406g, 6.03mmol) in DMF (20ml) was added sodium hydride (0.313g, 7.84mmol) (60% dispersion in mineral oil). This was stirred for 15min before adding 5,7-dichloro-1 ,6-naphthyridine (1 .2g, 6.03mmol). This was warmed to room temp and stirred for 4h. The reaction had gone to completion and so was cautiously quenched with aqueous ammonium chloride before partitioning between aqueous ammonium chloride and ethyl acetate. The layers were separated and the aqueous was re-extracted with ethyl acetate. The combined organics were washed with brine and concentrated in vacuo to give the crude product. This was dissolved in DCM and purified through silica (50g), eluting with a gradient of 0-50% ethyl acetate in DCM. Appropriate fractions were concentrated in vacuo to yield the title compound as a cream foamy gum (1.91 g).LCMS: Rt = 1.18min, MH+ = 395.85

The chemical industry reduces the impact on the environment during synthesis,337958-60-8,5,7-Dichloro-1,6-naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis Louis; BARKER, Michael David; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; PATEL, Vipulkumar Kantibhai; PRESTON, Alexander George Steven; WILSON, David Matthew; WO2011/134971; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

72754-05-3, 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. 6-Bromo-1,8-naphthyridin-2-ol, cas is 72754-05-3,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Boronic acid 7: To a solution of compound 6 (10 g, 44.44 mmol) in dry tetrahydrofuran (350 mL) was added sodium hydride (2 g, 66.66 mmol, 80% dispersion) at 0 C. After the mixture was stirred at room temperature for 30 min, the mixture was cooled below -60 C. in a dry ice/acetone bath, and n-butyllithium (70 mL, 112 mmol, 1.6 M in hexane) was added over 30 min. The mixture was kept stirring for another 30 min, then triisopropyl borate (40 mL, 177 mmol) was added dropwise. The reaction mixture was stirred for 10 min, and then warmed to 0 C. slowly in an ice bath. HCl (5 N) was added to the mixture to adjust pH=3-4, and the mixture was stirred for 20 min. Aq. NaOH was added to the mixture to adjust pH=10. After filtration, the organic layer was separated. The aqueous layer was extracted with a mixture of ethyl acetate/THF (4/1; 2¡Á120 mL) and EtOAc (100 mL). The aqueous layer was adjusted to pH=5-6 with HCl. The precipitate thus formed was collected by filtration and dried to give boronic acid 7 (3.5 g, 41%) as a white solid

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 6-Bromo-1,8-naphthyridin-2-ol, 72754-05-3

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; ABUDUSAIMI, Mamuti; YE, Fangguo; SUN, Jiangqin; MIYAMOTO, Hisashi; CHENG, Jay-Fei; OKA, Daisuke; US2014/179675; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

It is a common heterocyclic compound, the naphthyridine compound, 6-Amino-8-bromo-1,7-naphthyridine, cas is 5912-35-6 its synthesis route is as follows.

To a stirred solution of 6-amino-8-bromo-1, 7-naphthyridine (0.5 g) in a mixture of toluene (2.5 ml), DMF (4 ml) and aqueous KZCOS (0.68 g in 2 ml water) is added bis (dibenzylideneacetone) palladium (51 mg), triphenylphosphine (47 mg) and 3- fluorophenylboronic acid (0.33 g). The mixture is stirred for 4 hours at 100C. The mixture is diluted with ethyl acetate, then filtered through a CeliteTM filter. The ethyl acetate solution is washed with 2 N NAOH and water, dried over magnesium sulphate, then concentrated to afford the title compound. MS: APCI 240.0 MH+.

5912-35-6, 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.,5912-35-6 ,6-Amino-8-bromo-1,7-naphthyridine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/55013; (2004); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

100361-18-0, 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-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid, cas is 100361-18-0,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Triethylamine (34ml) was added to 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (20.17g) in a mixture of acetonitrile (100ml) and water (100ml) at 15-20C and the mixture stirred for 30 min. 4-Aminomethyl-3-methoxyiminopyrrolidinium dihydrochloride (18.9g) was added, followed by water (5ml), and the mixture stirred at 20-25C for 23? hours. The resulting product was filtered and the cake washed with ice-cold 1:2 acetonitrile:water (100ml) followed by acetonitrile (100ml), air dried, then dried under vacuum, at ambient temperature, to give the title compound as a fawn solid (26g). (94% as is, 78.8% on assay). Characterising data were consistent with a standard sample of the title compound.

The chemical industry reduces the impact on the environment during synthesis,100361-18-0,7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; LG Life Sciences, Ltd.; EP1214321; (2004); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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.

Int-19B. Ethyl (?)-4-(2-(l,8-naphthyridin-2-yl)vinyl)-lH-pyrrole-2-carboxylate: A solution of Int-19A (0.300 g, 2.08 mmol), commercially available ethyl 4-formyl-lH- pyrrole-2-carboxylate (0.348 g, 2.08 mmol), and 4-methylbenzenesulfonamide (0.356 g, 2.08 mmol) in toluene (4.5 mL) was stirred at reflux for 21 h. The precipitate was collected, triturated with DCM (2x) and the solid air-dried under vacuum to yield Int-19B (0.519 g, 94%) as a yellow solid. NMR (500 MHz, DMSO-c) delta 12.14 (br. s., 1H), (0504) 9.01 (dd, J = 4.3, 2.1 Hz, 1H), 8.41 – 8.28 (m, 2H), 7.82 (d, J = 16.2 Hz, 1H), 7.76 (d, J = 8.5 Hz, 1H), 7.52 (dd, J = 8.0, 4.1 Hz, 1H), 7.46 (s, 1H), 7.24 – 7.16 (m, 2H), 4.27 (q, J = (0505) 7.2 Hz, 2H), 1.31 (t, J= 7.0 Hz, 3H). HPLC retention time (Method 1): 1.973 mia; LCMS (ES): m/z 294.0 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,1569-16-0,2-Methyl[1,8]-Naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (117 pag.)WO2018/89360; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

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, 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; 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

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.

Ammonium hydroxide (40 mL, 1.04 mol, 28%) was added to a solution of 3-bromo- 8-chloro-l,7-naphthyridine (1.00 g, 4.11 mmol) and THF (10 mL) in a sealed tube. The mixture was sealed, stirred at 100 C overnight, diluted with H20 (100 mL), and then extracted with EtOAc (3 x50 mL). The combined organic layers were washed (2x 100 mL brine), dried (Na2S04), filtered, and concentrated to dryness to give Intermediate 9 (824 mg, 89%) as a yellow solid. 1H NMR (400MHz, DMSO-i): delta 8.81 (s, 1H), 8.51 (s, 1H), 7.90 (d, 1H), 7.05 (br s, 2H), 6.87 (d, 1H); MS: 223.9 [M+H]+.

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 3-Bromo-8-chloro-1,7-naphthyridine, 1260670-05-0

Reference£º
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; NAGASAWA, Johnny Y.; (167 pag.)WO2018/170167; (2018); 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.

Step 1: 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine To a resealable pressure vessel was added n-methyl-4-nitroaniline (0.911 ml, 7.19 mmol), pyridinium p-toluenesulfonate (1.81 g, 7.19 mmol), 8-chloro-3-methoxy-1,5-naphthyridine (1.000 g, 5.14 mmol), and n-BuOH (15 mL). The vessel was sealed and heated to 100 C. After 4 h, the mixture was cooled to RT, diluted with 1 N NaOH, and extracted with EtOAc. The organic fraction was dried with Na2SO4, concentrated in vacuo, and purified by silica gel chromatography using 50-100% Hexanes:EtOAc to afford 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine as a yellow solid. MH+=311.21.51 min.

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; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

17965-71-8, 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-1,5-naphthyridine, cas is 17965-71-8,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

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. 33, p.1384), tetrakistriphenylphosphine palladium (3.9 mg) and triethylamine (0.3 ml), and the mixture was stirred at 80C for 4 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:acetone:triethylamine = 10:10:0.2) to obtain the compound shown in Table 10 (26.8 mg).

The chemical industry reduces the impact on the environment during synthesis,17965-71-8,3-Bromo-1,5-naphthyridine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; TAISHO PHARMACEUTICAL CO., LTD; Meiji Seika Kaisha Ltd.; EP1985620; (2008); A1;,
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.

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, 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