Simple exploration of 54920-82-0

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

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

New learning discoveries about 1309774-03-5

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

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

Brief introduction of 1569-16-0

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

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

Simple exploration of 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.

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

Downstream synthetic route of 100361-18-0

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

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

Analyzing the synthesis route of 254-79-5

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

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

New learning discoveries about 1309774-03-5

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

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

Example 0929 N,N-dimethylacetamide (75 mL), 5-isopropylpyridazine-3-amine (5.12 g) and sodium tert-amyl oxide (9.08 g) were added to 7-bromo-2-chloro-1,5-naphthyridine (9.58 g), followed by stirring at 80 C. for 1 hour. The reaction mixture was poured into water (300 mL), and the precipitated solid was collected by filtration and washed with ethanol, thereby obtaining 7-bromo-N-(5-isopropylpyridazin-3-yl)-1,5-naphthyridine-2-amine (7.70 g) as a brown solid. 1H-NMR (DMSO-d6) delta: 10.89 (1H, s), 8.88 (1H, d, J=2.0 Hz), 8.80 (1H, d, J=2.0 Hz), 8.73 (1H, d, J=2.0 Hz), 8.48 (1H, d, J=2.0 Hz), 8.27 (1H, d, J=9.2 Hz), 7.79 (1H, d, J=9.2 Hz), 3.09-3.00 (1H, m), 1.32 (6H, d, J=6.6 Hz). MS m/z (M+H): 344.

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

Analyzing the synthesis route of 952059-69-7

The synthetic route of 952059-69-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.952059-69-7,8-Chloro-3-methoxy-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,952059-69-7

Example 40 (Method C4)Synthesis of N1-(7-methoxy-l,5-naphthyridin-4-yl)-N4-(4-phenylphthalazin-l- yl)benzene-l,4-diamine; In a 20 mL sealed tube was dissolved 8-chloro-3-methoxy-l,5-naphthyridine (70 mg, 360 mumol) in DMF (2.00 mL). To this was added Nl-(4-phenylphthalazin-l-yl)benzene-l,4- diamine (124 mg, 396 mumol) and the reaction mixture was stirred at 70 0C for 17 h. Upon cooling to RT, the mixture was dissolved in DMF and purified using Gilson reverse phase chromatography. The product fractions were combined, concentrated and the resulting crude was extracted into DCM, washed 1 x sodium .carbonate, 1 x H2O, dried withNa2SO4, filtered through fritted funnel, concentrated to yield Nl-(7-methoxy-l,5- naphthyridin-4-yl)-N4-(4-phenylphthalazin-l-yl)benzene-l,4-diamine as light yellow solid. MS [M+H]=471.0; Calc’d 470.5 for C29H22N6O.

The synthetic route of 952059-69-7 has been constantly updated, and we look forward to future research findings.

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

Analyzing the synthesis route of 1260670-05-0

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

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

[(R)-5-(5-Amino-2-fluoro-phenyl)-5-difluoromethyl-5,6-dihydro-2H-[1 ,4] oxazin-3-yl]-carbamic acid tert-butyl ester (CAS registry 1262859-09-5) (250 mg, 0.696 mmol) and 3-bromo-8- chloro-[1 ,7]naphthyridine [Heteroaryl 1] (186 mg, 0.765 mmol) were dissolved in tert-Butanol (4 ml) in a microwave vial and HCI (0.174 ml of a 4M solution in dioxane) was added. The vial was sealed and heated to 100 C for 1 h. The reaction mixture was cooled to rt and added to a saturated NaHC03 solution (20 ml) and stirred at rt for 10 min.The solution was extracted with DCM (2 x 30 ml). The combined organic layer was washed with NaHC03 solution and brine, treated with MgS04, filtered and to give the desired product. HPLC: RtH9= 0.90 min; ESIMS [M+H]+ = 465.9/467.9(1 Br);1H-NMR (400 MHz, CDCI3): delta 8.90 (s, 1 H), 8.64 (m, 1 H), 8.27 (m, 1 H), 8.08 (d, 1 H), 7.90 (dd, 1 H), 7.10 (dd, 1 H), 6.82 (d, 1 H), 6.34-6.06 (t, 1 H), 4.35 (dd, 1 H), 4.18 (d, 1 H), 4.07 (d, 1 H), 3.96 (d, 1 H).19F-NMR (376 MHz, CDCI3): delta – 1 19.6 (s), (- 126.53) – (- 129.20) (dq).

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; HURTH, Konstanze; JACQUIER, Sebastien; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; WO2013/54291; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 15944-34-0

As the paragraph descriping shows that 15944-34-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15944-34-0,7-Chloro-1,8-naphthyridin-2-ol,as a common compound, the synthetic route is as follows.

A mixture of 7-chloro-1 ,2-dihydro-1 ,8-naphthyridin-2-one (1 g, 5.53 mmol), 3-bromo-1 , 1- dimethoxypropane (1.1 g, 6.09 mmol) and K2CO3 (1.1 g, 8.31 mmol) in DMF (20 mL) was heated at 70C for 4 h. The mixture was then allowed to cool to room temperature, poured into H2O (30 mL) and extracted with EtOAc (30 mL x 3). The combined organic extracts were washed with H2O (50 mL x 2), brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 30% EtOAc/petroleum ether to give a yellow solid of 7-chloro-1-(3,3- dimethoxypropyl)-1 ,2-dihydro-1 ,8-naphthyridin-2-one 6a (1 g, 64%). TLC : Rf = 0.54 (silica gel, EtOAc/petroleum ether = 1 : 1 , v/v)., 15944-34-0

As the paragraph descriping shows that 15944-34-0 is playing an increasingly important role.

Reference£º
Patent; REDX PHARMA PLC; COOPER, Ian; LYONS, Amanda; (102 pag.)WO2017/137743; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem