Month: October 2020

2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid, cas is 5175-14-4, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

5175-14-4, Step 3: 3-Bromo-l,8-naphthyridin-2-olA solution of bromine (3.78 g, 23.7 mmol) in pyridine (4 mL) and DMF (8 mL) was added to the product of Step 2 (450 mg, 2.37 mmol) and heated at 1050C for 1 hour. The reaction was cooled; H2O was added, and the mixture filtered. The filtrate was extracted with EtOAc (2x). The organic layers washed with brine and saturated NH4Cl(aq.) and dried over Na2SO4. The solvent was concentrated in vacuo, and the resulting gum was triturated with DCM, and filtered to give a brown solid (156 mg) as desired product. M+H = 224.9.

With the rapid development of chemical substances, we look forward to future research findings about 2-Oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid

Reference£º
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2008/57209; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

4-Bromo-2,7-naphthyridin-1-amine, cas is 959558-28-2, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

959558-28-2, EXAMPLE 32: Synthesis of 4-[2-(2-fluoro-phenyl)-[1 ,8]naphthyridin-4-yl]-[2,7]naphthyridin- 1- C/MS: 1.40, [M+H] 368

With the rapid development of chemical substances, we look forward to future research findings about 4-Bromo-2,7-naphthyridin-1-amine

Reference£º
Patent; MERCK PATENT GMBH; JONCZYK, Alfred; DORSCH, Dieter; HOELZEMANN, Guenter; AMENDT, Christiane; ZENKE, Frank; WO2011/95196; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

131998-24-8, 5,7-Dichloro-1,8-naphthyridin-2-amine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,131998-24-8

. 5,7-dichloro-l,8-naphthyridin-2- amine (compound 1.2, 1.007 g, 4.70 mmoi) was dissolved in TFA (40 mL), then cooled 0 C. Sodium nitrite (1.623 g, 23.5 mmol) was added portion-wise at 0 C with stirring. The mixture was allowed to warm to room temperature and stirred for 16 hours. The solvent was removed under reduced pressure and the residue was dissolved in water (20 niL), stirred for 5 minutes then carefully brought to pH =7 with NaOH (2 M). The resulting precipitated solids were filtered, washed with water and dried under reduced pressure to give compound 1.3 (864 mg, 85%). m/z (ES+) 215 (M+H)~.

As the paragraph descriping shows that 131998-24-8 is playing an increasingly important role.

Reference£º
Patent; 3-V BIOSCIENCES, INC.; WAGMAN, Allan S.; JOHNSON, Russell J.; CAI, Haiying; HU, Lily W.; (195 pag.)WO2017/31427; (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.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic route is as follows.

0039-1 A solution of 7-bromo-2-chloro-1,5-naphthyridine (2.04 g), 5-cyclopentyl-1,3,4-thiadiazole-2-amine (1.41 g), and potassium carbonate (1.73 g) in dimethylsulfoxide (16 mL) was stirred at 130 C. for 3 hours. After the reaction mixture was cooled to room temperature, water was added thereto, and the solid matter was collected by filtration, thereby obtaining N-(7-bromo-1,5-naphthyridin-2-yl)-5-cyclopentyl-1,3,4-thiadiazole-2-amine (1.92 g). 1H-NMR (DMSO-d6) delta: 12.20 (1H, s), 8.84 (1H, d, J=2.7 Hz), 8.56 (1H, d, J=2.7 Hz), 8.31 (1H, d, J=9.3 Hz), 7.51 (1H, d, J=9.3 Hz), 3.56-3.40 (1H, m), 2.22-2.08 (2H, m), 1.94-1.34 (6H, m). MS m/z (M+H): 376, 378.

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1569-16-0,2-Methyl[1,8]-Naphthyridine,as a common compound, the synthetic route is as follows.

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. After cooling to room temperature, the precipitate was collected by filtration, triturated with DCM (2x) and dried under vacuum to yield Int-19B (0.519 g, 94%) as a yellow solid which was used in the next step without further purification. NMR (500MHz, DMSO-cfe) delta 12.14 (br. s., 1H), 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= 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]+.

1569-16-0, The synthetic route of 1569-16-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; MIGNONE, James; (95 pag.)WO2019/94319; (2019); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

952059-69-7, 8-Chloro-3-methoxy-1,5-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,952059-69-7

Method A B-9 Ex. 21 To a stirred solution of Intermediate B-9 (99.0 mg, 0.231 mmol) and 8-chloro-3-methoxy- 1 ,5-naphthyridine (30.0 mg, 0.154 mmol) in THF (4 ml) under nitrogen was added chloro[2- (dicyclohexylphosphino)-3,6-dimethoxy-2′,4′,6′-triisopropyl-l ,l ‘-biphenyl][2-(2- aminoethyl)phenyl]palladium(II) (24.6 mg, 0.0310 mmol) and sodium teri-butoxide (0.154 mL, 2 M) at RT. The mixture was stirred at 40 C for 15 h, cooled, filtered, and diluted with water (5 ml) and extracted with EtOAc (6 mL x 3). The organic layers were collected, dried with sodium sulfate, filtered, and concentrated. The residue was dissolved in DCM (6 mL), treated with TFA (0.200 mL) and stirred at 18 C for 1 h. The mixture was quenched with aqueous sodium hydrogen carbonate (5 ml) and extracted with EtOAc (5 mL x 4). The combined organic extracts were washed with brine, dried (Na2S04), filtered and concentrated. The residue was purified by prep-HPLC (column 250 x 21.2 mm, 4 muiotaeta; mobile phases A = 0.075 % TFA water, B = MeCN; gradient 10-40% B, 11 min, 25 mL/min) to provide example 21. MS for example 21: m/e = 485 (M+l).

As the paragraph descriping shows that 952059-69-7 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17965-71-8,3-Bromo-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,17965-71-8

Example lb: Synthesis of 3-bromo-l,5-naphthyridine-5-oxide (C-3) [00306] To a stirred solution of 3-bromo-l,5-naphthyridine (C-2) (35.6 g, 170 mmol, 1.0 eq) in dichloromethane (300 mL) at 0C was added m-chloroperbenzoic acid (35.27 g, 204 mmol, 1.2 eq) in portions. The resulting mixture was stirred for lh at RT. The reaction was complete based on TLC analysis. The reaction mixture was washed with saturated Na2S03 solution and saturated NaHCC>3 solution sequentially, and then washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel (1-5% MeOH-DCM) to afford the desired product 3-bromo-l,5-naphthyridine-5-oxide (C-3) (28.35 g, 74% yield). lR NMR (300 MHz, CDCI3- 6) delta: 9.21 (s, 1H), 9.01 (s, 1H), 8.52 (d, J = 6.3 Hz, 1H), 7.96 (d, J = 8.7 Hz, 1H), 7.53 (m, 1H); ESI-MS m/z : 208.10 [M+H]+.

As the paragraph descriping shows that 17965-71-8 is playing an increasingly important role.

Reference£º
Patent; INTELLIKINE, LLC; REN, Pingda; LI, Liansheng; CHAN, Katrina; WO2013/78441; (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.1309774-03-5,7-Bromo-2-chloro-1,5-naphthyridine,as a common compound, the synthetic 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).

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

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.100361-18-0,7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid,as a common compound, the synthetic route is as follows.,100361-18-0

EXAMPLE 3 Synthesis of (R,S)-7-(3-Aminomethyl-4-syn-methoxyimino-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid triethylamine (5.1 ml) was added to 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (3.05 g) in water (25 ml) at 15-20 C. and the mixture stirred for 20 min. 4-Aminomethyl-3-methoxyimino-pyrrolidinium dimethanesulfonate (3.86 g) was added, followed by water (5 ml), and the mixture stirred at 20-25 C. for 173/4 hours.. The resulting product was filtered and the cake washed with water (30 ml) followed by ethanol (30 ml) and dried under vacuum at 50 C. to give the title compound as a white solid (4.23 g).. (102% as is, 86% on assay).. Characterising data were consistent with a standard sample of the title compound.

The synthetic route of 100361-18-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SB Pharmco Puerto Rico Inc. of the United States Corporation Company; US6703512; (2004); B1;,
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.1375301-90-8,3-Bromo-1,7-naphthyridin-8(7H)-one,as a common compound, the synthetic route is as follows.,1375301-90-8

A mixture of compound E3 (2.0 g, 8.89 mmol), sodium methanolate (2.40 g, 44.4mmol) and copper(I) iodide (846 mg, 4.44 mmol) in DMF (20 mL) was stirred at 100 C for 16 hunder N2. Then mixture was concentrated to give cmde E4 which was used in the next stepwithout further purification.

As the paragraph descriping shows that 1375301-90-8 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; SCOTT, Jack, D.; BLIZZARD, Timothy, A.; WALSH, Shawn, P.; CUMMING, Jared, N.; (105 pag.)WO2017/95759; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem