Month: August 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15936-10-4,2-Chloro-1,8-naphthyridine,as a common compound, the synthetic route is as follows.

Description 94; 6-(1 8-Naphthyridin-2-yl) pvrimidin-4-amine; To a mixture of Description 92 (2.52 g, 15. 3 mmol), hexamethylditin (5.0 g, 15.3 mmol), lithium chloride (1.95 g, 45.9 mmol), and copper (I) iodide (291 mg, 1.53 mmol) in anhydrous 1,4-dioxane (50 ml) was added Pd (PPh3) 4 (884 g, 0.77 mmol). The mixture was de-gassed three times, and heated at 100C overnight. The mixture was cooled and diluted with EtOAc (120 ml) and washed with a 10% potassium fluoride solution (200 ml). The organic layer was washed with sat. NaCl (50 ml), dried over Na2SO4, filtered, and evaporated. The residue was taken up in anhydrous 1,4-dioxane (75 ml), and Description 93 (1.55 g, 7 mmol), lithium chloride (1.78 g, 42 mmol), and copper (I) iodide (266 mg, 1.4 mmol) added, followed by Pd (PPh3) 4 (808 mg, 0.7 mmol). The mixture was de-gassed 3 times and heated at 100C for 3 days. The mixture was poured into water (200 ml), and extracted with EtOAc (2 x 100 ml), the combined EtOAc layers were washed with water (150 ml), sat. NaCl (100 ml), dried over Na2SO4, filtered and evaporated. The residue was purified by column chromatography on silica (eluent: 2% MeOH in DCM + 0.5% NH40H) to give the title compound (100 mg, 3%).’H NMR (360 MHz, DMSO-d6) 7.18 (2 H, br s), 7.66-7. 86 (3 H, m), 8.55 (1 H, dd, J 8.1 and 1. 8), 8. 58 (1 H, d, J4. 2), 8.64 (1 H, d, J8. 4), 9.16 (1 H, dd, J4. 2 and 2.1).

15936-10-4, The synthetic route of 15936-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

100361-18-0, 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,100361-18-0

Acetonitrile (1900ml), 3-aminomethyl-4-methoxyiminopyrrolidine dimethanesulfonate (248. Og) and water (100ml) were in turn introduced into a reaction vessel and cooled to 0- 5&deg C. Benzaldehyde (97.6g) and triethylamine (229. 1g) were in turn added to the reaction mixture. After stirring the mixture for 0. 5h, 7-chloro-1-cyclopropyl-6-fluoro-1, 4- dihydro-4-oxo-1, 8-naphthyridine-3-carboxylic acid (200. 0g) was introduced thereto. The resultant reaction mixture was slowly heated to room temperature, while stirring it. Then, the reaction was carried out by stirring the reaction mixture for about 3h at room temperature. The reaction material, which was formed in the form of a dispersion solution upon producing the title compound, was filtered, washed with water and acetonitrile, and then dried to prepare 320.3 g of the title compound (Yield: 94. 8%).’H NMR (6, CDC13) : 8.66 (s, 1H), 8. 32 (s, 1H), 7. 98 (d, J=12. 4Hz, 1H), 7.60 (d, J=7. 0Hz, 2H), 7. 37 (t, J=7.4Hz, 1H), 7.31 (t, J=7.4Hz, 2H), 4. 58 (s, 2H), 4. 21-4. 15 (m, 2H), 4.00 (m, 1H), 3.93 (s, 3H), 3.83 (m, 1H), 3.56 (m, 1H), 3.40 (m, 1H), 1.21 (m, 2H), 1.00 (m, 2H) Mass (FAB): 478 (M+H).

100361-18-0 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid 11055142, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; LG LIFE SCIENCES LTD.; WO2003/87100; (2003); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

337958-60-8, 5,7-Dichloro-1,6-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,337958-60-8

To 5,7-dichloro-1 ,6-naphthyridine (5.01 g, 25.2mmol) and 1 , 1 -dimethylethyl (3R)-3- (aminomethyl)-3-fluoro-1 -piperidinecarboxylate (5.32g, 22.90mmol) in NMP (20ml) was added DI PEA (8.00ml, 45.8mmol) and the mixture was stirred at 100C for 72h under nitrogen. The reaction was cooled and partitioned between ethyl acetate and water (200ml each). The aqueous was washed with ethyl acetate. The combined organics were washed with water and the solvent was removed. The residue was dissolved in DCM and loaded onto a 100g silica SNAP column and purified on the SP4 eluting with 0-50% ethyl acetate in cyclohexane over 17CVs. Appropriate fractions were combined and the solvent was removed to give the title compound as a pale orange solid which was dried under high vacuum for 2h (7.61 g).LCMS (Method B): Rt = 1 .12min, MH+ 395/397

337958-60-8 5,7-Dichloro-1,6-naphthyridine 12204233, anaphthyridine compound, is more and more widely used in various.

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

1375301-90-8, 3-Bromo-1,7-naphthyridin-8(7H)-one is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1375301-90-8

A mixture of compound E3 (2.0 g, 8.89 mmol), sodium methanolate (2.40 g, 44.4 mmol) and copper(I) iodide (846 mg, 4.44 mmol) in DMF (20 mL) was stirred at 100 C for 16 h under N2. Then mixture was concentrated to give crude E4 which was used in the next step without further purification.

1375301-90-8 3-Bromo-1,7-naphthyridin-8(7H)-one 89500608, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; SCOTT, Jack, D.; (65 pag.)WO2016/40226; (2016); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

1260670-05-0, 3-Bromo-8-chloro-1,7-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1260670-05-0

Step 1: 3-bromo-N-(2-methylbiphenyl-3-yl)-1, 7-naphthyridin-8-amine To a microwave vial was added 2-methylbiphenyl-3-amine (Example 1, Step 1: 0.1 g, 0.546 mmol), 3-bromo-8-chloro-1,7-naphthyridine (PharmaBlock, cat#PBLJ2743: 140 mg, 0.55 mmol), tert-butyl alcohol (2.5 mL) and 4.0 M hydrogen chloride in dioxane (0.136 mL, 0.546 mmol). The resulting mixture was irradiated in the microwave to 100 C. for 1 h. The resulting mixture was concentrated, and the desired product was used directly in the next step. LC-MS calculated for C21H17N3Br (M+H)+: m/z=390.1; found 390.1.

As the paragraph descriping shows that 1260670-05-0 is playing an increasingly important role.

Reference£º
Patent; Incyte Corporation; Lajkiewicz, Neil; Wu, Liangxing; Yao, Wenqing; (58 pag.)US2017/174679; (2017); 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.5912-35-6,6-Amino-8-bromo-1,7-naphthyridine,as a common compound, the synthetic route is as follows.,5912-35-6

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 6-Amino-8-bromo-1,7-naphthyridine 10704335, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/55013; (2004); 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.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic 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.

1309774-03-5 7-Bromo-2-chloro-1,5-naphthyridine 58310544, anaphthyridine compound, is more and more widely used in various.

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

249889-68-7, 8-Chloro-2-methoxy-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,249889-68-7

A mixture of 8-chloro-2-(methyloxy)-l,5-naphthyridine (12 g, 61.7 mmol) in 4M HCl in dioxane (150 rtiL) was combined in a sealed tube and stirred at 100 0C for 20 h. The reaction was cooled to room temperature and then concentrated in vacuo. The residue was dried in a vacuum oven (80 0C) overnight to provide the bis- HCl salt of the title compound. MS(ES)+ m/e 181 [M+H]+. This crude product was used directly in the next step

As the paragraph descriping shows that 249889-68-7 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/150827; (2008); 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.100491-29-0,Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,as a common compound, the synthetic route is as follows.,100491-29-0

A suspension of (6) (10 g) in 29 mL of 12% HCl and 26 mL of glacial acetic acid was refluxed for 7.5 h. It was cooled, filtered and recrystallized from a boiling mixture of methanol and acetone to yield 6.3 g of (7) m.p.=195-200 C.

As the paragraph descriping shows that 100491-29-0 is playing an increasingly important role.

Reference£º
Patent; Vymed Corporation; SHETTY, B. Vithal; US2014/73631; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

7689-62-5, 2-Chloro-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7689-62-5

0001-3 A solution of bromine (0.99 mL) in acetic acid (2.5 mL) was added dropwise to a mixture of 2-chloro-1,5-naphthyridine (2.88 g) and sodium acetate (2.89 g) in acetic acid (15 mL) at 85 C., and acetic acid (2 mL) was added thereto, followed by stirring at 85 C. for 3 hours. The reaction mixture was cooled to room temperature, and added dropwise to a 6 mol/L sodium hydroxide aqueous solution (60 mL) under ice-cooling. The solid matter was collected by filtration, suspended in methanol (5 mL), and subjected to an ultrasonic treatment. The solid matter was collected by filtration, and washed with methanol (3 mL). The obtained solid was suspended in a 75 v/v % methanol aqueous solution (8 mL), the resultant product was subjected to an ultrasonic treatment, and the solid matter was collected by filtration, thereby obtaining 7-bromo-2-chloro-1,5-naphthyridine (3.33 g) as a pale yellow solid. MS m/z (M+H): 243.

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

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