Heterocyclic Building Blocks-Naphthyridine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.,1260670-05-0

To a solution of 3-bromo-8-chloro-1, 7-naphthyridine (2.43g) in toluene (30mL) , EtOH (10mL) , and 10%Na2CO3aq. (10mL) Pd (dppf) Cl2.DCM (420mg) was added. 4, 4, 5, 5-tetramethyl-2-vinyl-1, 3, 2-dioxaborolane (3.1g) was added dropwise under N2protection. The mixture was allowed to stir at 100 for 16 h. The reaction was quenched by H2O (50mL) and extracted by EtOAc for 3 times. Organic layer was combined and washed with brine. The resulting solution was concentrated and purified by silicagel (eluting with hexane-EtOAc using a gradient from 8: 1 to 5: 1) to afford 8-chloro-3-vinyl-1, 7-naphthyridine (1.1g) as a brown solid.

1260670-05-0 3-Bromo-8-chloro-1,7-naphthyridine 72213592, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; BETTA PHARMACEUTICALS CO., LTD; WANG, Yiqian; FU, Bang; ZHANG, Yao; LIU, Xiangyong; WANG, Jiabing; DING, Lieming; (103 pag.)WO2019/192506; (2019); 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

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.

The synthetic route of 7689-62-5 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10273-40-2,2,7-Naphthyridine-4-carbaldehyde,as a common compound, the synthetic route is as follows.,10273-40-2

General procedure: To an indole-3-acetonitrile derivative (1.0 equiv) dissolved in anhydrous methanol (4mL for 2.31mmol of starting material) in a dried microwave vial, sodium methoxide (1.7 equiv) was added and stirred at room temperature for 15min protected from light. Quinoline/isoquinoline-carboxaldehyde derivative (1.2 equiv) was added and the mixture was subjected to microwave irradiation at 95C for 8.5min. The reaction was cooled to room temperature and then chilled in an ice/salt bath. The resulting precipitate was filtered, washed with methanol, and dried under vacuum to afford a solid as the product.

10273-40-2 2,7-Naphthyridine-4-carbaldehyde 11480583, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Article; See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W.; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 344 – 367;,
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.337958-60-8,5,7-Dichloro-1,6-naphthyridine,as a common compound, the synthetic route is as follows.,337958-60-8

Intermediate 8: 1,1-Dimethylethyl (3R)-3-{[(7-chloro-1,6-naphthyridin-5-yl)amino]methyl}-3-fluoro-1-piperidinecarboxylate[0387]5,7-dichloro-1,6-naphthyridine (5.01 g, 25.2 mmol) and 1,1-dimethylethyl (3R)-3-(aminomethyl)-3-fluoro-1-piperidinecarboxylate (5.32 g, 22.90 mmol) in NMP (20 ml) was added DIPEA (8.00 ml, 45.8 mmol) and the mixture was stirred at 100 C. for 72 h under nitrogen. The reaction was cooled and partitioned between ethyl acetate and water (200 ml 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 100 g silica SNAP column and purified on the SP4 eluting with 0-50% ethyl acetate in cyclohexane over 17 CVs. 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 2 h (7.61 g).[0389]LCMS (Method B): Rt=1.12 min, MH+ 395/397

As the paragraph descriping shows that 337958-60-8 is playing an increasingly important role.

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; US2013/40984; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

54920-82-0, 1,7-Naphthyridin-2(1H)-one is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54920-82-0

A suspension of the product of preparation 25 (423mg, 2.89mmol) in ethanol (10mL) was heated at 70¡ãC for 5 minutes, benzyl bromide (0.34ml, 2.89mmol) was then slowly added and the mixture was heated under reflux for 3 hours. The mixture was cooled to 0¡ãC and sodium borohydride (0.55g, 14.5mmol) was added. The mixture was stirred at 0¡ãC for 10 minutes and was then allowed to warm to room temperature. 6M hydrochloric acid (2mL) was carefully added and stirring continued at room temperature for 90 minutes. The resulting mixture was basified to pH 10 with 2M sodium hydroxide (10mL) and was partitioned between ethyl acetate (20mL) and water (10mL). The layers were separated and the aqueous was extracted with a dichloromethane/methanol mixture (95:5, 2x 20mL). The organic phases were combined, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a white solid in 90percent yield, 626mg 1HNMR(CD3OD, 400MHz) delta: 2.62(m, 2H), 2.76(m, 2H), 3.42 (s, 2H), 3.71(s, 2H), 6.36(d, 1H), 7.26-7.41 (m, 6H) MS APCI+ m/z 241 [MH]+

54920-82-0 1,7-Naphthyridin-2(1H)-one 589676, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Limited; EP1595881; (2005); 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, 0155-1 A mixture of 7-bromo-2-chloro-1,5-naphthyridine (50 mg), 5-methoxypyridine-3-amine (25 mg), tris(dibenzylideneacetone)dipalladium(0) (19 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (24 mg), and cesium carbonate (33 mg) in 1,4-dioxane (1 mL) was stirred at 140 C. for 30 minutes using a microwave reaction apparatus. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the obtained solution was purified by silica gel column chromatography (methanol-ethyl acetate, NH silica), thereby obtaining N2,N7-bis(5-methoxypyridin-3-yl)-1,5-naphthyridine-2,7-diamine (15 mg). 1H-NMR(CDCl3/CD3OD=4/1) delta: 8.44 (1H, d, J=2.7 Hz), 8.37 (2H, brs), 8.07 (1H, d, J=2.7 Hz), 7.99 (1H, d, J=9.0 Hz), 7.88 (2H, brs), 7.21 (2H, brs), 7.02 (1H, d, J=9.0 Hz), 3.91 (3H, s), 3.89 (3H, s). MS m/z (M+H): 375.

As the paragraph descriping shows that 1309774-03-5 is playing an increasingly important role.

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

1569-16-0, 2-Methyl[1,8]-Naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1569-16-0

A stirred solution of 2-methyl-l,8-naphthyridine (57.5 g, 399 mmol) (available from Manchester Organics) and ( ?)-fe/ -butyl 3-(iodomethyl)pyrrolidine-l-carboxylate (124.2 g, 399 mmol) (Intermediate 1) in THF (1 L) was cooled to 0 ¡ãC and treated under nitrogen with a solution of lithium bis(trimethylsilyl)amide in THF (1M, 399 ml_, 399 mmol) over 20 min and the reaction mixture was stirred at 0 ¡ãC for 3 h. The reaction was quenched with saturated ammonium chloride solution (500 ml.) and water (500 ml.) and ethyl acetate (1 L) was added. The layers were separated and the aqueous phase was extracted with further ethyl acetate (1 L). The combined organic layers were dried (MgS04), filtered and evaporated in vacuo. The residual brown oil (162 g) was purified by chromatography on a silica cartridge (750 g) eluting with a gradient of 0 – 100 percent [ethyl acetate in (5percent MeOH – 95 percent ethyl acetate)] over 8 column volumes. The appropriate fractions were combined and evaporated in vacuo to give the title compound (46.65 g, 36percent) as an orange solid: LCMS (System A) RT = 0.99 min, 97percent, ES+ve m/z 32S (M+H)+, [a]D20 = + 22 (c 1.00 in EtOH).

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ANDERSON, Niall Andrew; FALLON, Brendan John; PRITCHARD, John Martin; WO2014/154725; (2014); 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

-CHLORO-1-CYCLOPROPYL- 6-fluoro-4-oxo-1, 4-dihydronaphthyridine-3-carboxylic acid (57 mg, 0.2016 MMOL), amine 128 (R5 = F) (67 mg, 0. 2389 MMOL) and triethylamine (0.5 mL) in ACETONITRILE (10 mL) were heated at reflux temperature overnight. After cooling,, 100361-18-0

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 fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2005/33108; (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

Triethylamine (5.1 LLLT) 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 MNo.) at 15-20 C, and the mixture was stirred for 20 minutes. Compound (I) (3.86 g) prepared in Example 1 and water (5 N) were added, and this mixture was stirred at 20-25 C for 18 hours. The product thus obtained was filtered, and the filter cake was washed with water (30 UP.) and ethanol (30 INL),). Drying at 50 C under vacuum gave the title compound (4.23 g) as a white solid. The identification data were the same as those of the authentic sample.

100361-18-0, As the paragraph descriping shows that 100361-18-0 is playing an increasingly important role.

Reference£º
Patent; LG LIFE SCIENCES LTD.; WO2004/92129; (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.254-79-5,1,5-Naphthyridine,as a common compound, the synthetic route is as follows.,254-79-5

[000712j To a solution of Compound 90A (1.0 g, 7.69 mol) in acetic acid (8 mL) was added NaOAc (1 .26 g, 15.38 mmol) and a solution of bromine (0.43 mL, 8.46 mmol) in acetic acid (2 mL) at 85 C. The mixture was stirred at 85 C for four hours, cooled to room temperature, and filtered. The filtrate was concentrated under vacuum and the residue was purified with flash column chromatography on silica gel (petroleum in ethyl acetate, 30% v/v) to render Compound 90B. LC-MS (ESI) mlz: 209 [M+H] ?H-NMR (CDC13, 400 MHz) 5 (ppm) 7.70 (dd, J= 4.0, 8.8 Hz, 1H), 8.43 (d, J= 8.4 Hz, 1H), 8.63 (d, J 2.4 Hz, 1H), 7.45 (t,J=2.4Hz, 1H).

The synthetic route of 254-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; WO2015/65937; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem