Tag: M.W:100-200

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 2-Methyl[1,8]-Naphthyridine, and cas is 1569-16-0, its synthesis route is as follows.,1569-16-0

A mixture of 2-methyl-1,8-naphthyridine (18.5 g, 128 mmole), 10percent Pd/C (5 g), and absolute EtOH (150 mL) was shaken under hydrogen (15 psi) on a Parr apparatus. After 24 hr, the mixture was filtered through celite.(R)., and the filter pad was washed sequentially with absolute EtOH and EtOAc. The filtrate was concentrated to dryness to leave the title compound (18.85 g, 99percent) as an off-white solid: 1H NMR (300 MHz, CDCl3) delta 7.02 (d, J = 7.5 Hz, 1 H), 6.34 (d, J = 7.5 Hz, 1 H), 4.80 (br s, 1 H), 3.38 (m, 2 H), 2.74 (m, 2 H), 2.30 (s, 3 H), 1.88 (m, 2 H); MS (ES) m/e 149 (M + H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine

Reference£º
Patent; SmithKline Beecham Corporation; EP1218005; (2004); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belong naphthyridine compound,2-Chloro-1,5-naphthyridine,7689-62-5,Molecular formula: C8H5ClN2,mainly used in chemical industry, its synthesis 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.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Chloro-1,5-naphthyridine,belong naphthyridine compound

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

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 1,5-Naphthyridin-2(1H)-one, and cas is 10261-82-2, its synthesis route is as follows.,10261-82-2

A 250 mL round bottomed flask charged with 1,5-naphthyridin-2(1H)-one (2.98 g, 20.37 mmol) and phosphorus oxychloride (40 ml, 437 mmol) was heated at 100 C. for 3 h. The reaction was cooled to room temperature and excess POCl3 was removed in vacuo. The residue was poured onto ice and neutralized with NaHCO3. The mixture was extracted with DCM (4*) and the combined organic layers were evaporated onto silica gel and purified by flash chromatography (ISCO (80 gram)) eluting with EtOAc:DCM (0:1?1:4) to give 1.08 g (32%, 2 steps) of a light-yellow amorphous solid. ESI-MS 164.9, 166.9 [M+1].

With the complex challenges of chemical substances, we look forward to future research findings about 10261-82-2,belong naphthyridine compound

Reference£º
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 1,7-Naphthyridin-2(1H)-one, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 54920-82-0, its synthesis route is as follows.,54920-82-0

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].

With the complex challenges of chemical substances, we look forward to future research findings about 1,7-Naphthyridin-2(1H)-one

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

2-Chloro-1,8-naphthyridine, cas is 15936-10-4, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

2-chloro-1,8-naphthyridine (89 mg, 0.54 mmol), 5-(trans-3-aminocyclobutyl)-7,7-dimethyl-5H-pyrrolo[2,3-b]pyrazin-6(7H)-one (100 mg, 0.431 mmol), and cesium carbonate (202 mg, 0.620 mmol) were suspended in dry dimethylformamide (0.86 mL) under nitrogen and heated to 100 C. for 18 h. The mixture was cooled and extracted with ethyl acetate and water. The phases were separated and the organic was dried with magnesium sulfate before evaporating to dryness under reduced pressure. Purification using the ISCO (0-100% EtOAc in hexane), gave the desired 5-(trans-3-((1,8-naphthyridin-2-yl)amino)cyclobutyl)-7,7-dimethyl-5H-pyrrolo[2,3-b]pyrazin-6(7H)-one (32 mg, 0.089 mmol, 21% yield) as a light yellow solid. 1H NMR (300 MHz, CHLOROFORM-d) delta: ppm 1.45 (s, 6H) 2.42 (ddd, J=13.88, 9.28, 3.29 Hz, 2H) 3.44-3.62 (m, 2H) 5.22-5.38 (m, 2H) 6.71 (d, J=8.92 Hz, 1H) 7.16 (dd, J=7.82, 4.46 Hz, 1H) 7.79-7.98 (m, 2H) 8.11 (q, J=3.12 Hz, 2H) 8.84 (dd, J=4.38, 1.90 Hz, 1H)., 15936-10-4

15936-10-4 is used more and more widely, we look forward to future research findings about 2-Chloro-1,8-naphthyridine

Reference£º
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 2-Methyl[1,8]-Naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 1569-16-0, its synthesis route is as follows.,1569-16-0

In a 25 mL microwave reaction tube,Adding 2-methylnaphthyridine,Salicylaldehyde 0.5 g (4 mmol) and 10 ml acetic anhydride,Forming an orange-red solution,At a controlled temperature of 130 ¡ã C,Microwave power 50W, microwave reaction 40min,With the thin layer of the reaction process to monitor;After the reaction,The solvent was concentrated under reduced pressure to remove acetic anhydride,Oil-like viscous liquid,Dissolved with hot ethanol,Then recrystallized from acetone,Precipitation of yellow powder,That is, 2- (2′-hydroxystyryl) naphthyridine probe reagent,Yield 35percent.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine

Reference£º
Patent; Guizhou University; Ceng, Xi; Ruan, Qin; Mou, Lan; Li, Zhao; Zhang, Hong; (29 pag.)CN106045996; (2016); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

2-Methyl[1,8]-Naphthyridine, cas is 1569-16-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

2-methyl-1,8-naphthyridine (288 mg, 2 mmol) and twice the equimolar amount of selenium dioxide (221.92 mg-443.84 mg, 2 mmol-4 mmol) was dissolved in 50 ml of 1,4-dioxane under nitrogen or without nitrogen protection at 80 ¡ã C to 130 ¡ã C for 8-16 hours. During the reaction, the silica gel plate was detected at any time until the basic reaction of 2-methyl-1,8-naphthyridine was completed and a new point was generated. After completion of the reaction, the reaction mixture was suspended, purified on silica gel column with dichloromethane to obtain 1,8-naphthyridine-2-aldehyde., 1569-16-0

With the rapid development of chemical substances, we look forward to future research findings about 2-Methyl[1,8]-Naphthyridine

Reference£º
Patent; TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY, CHINESE ACADEMY OF SCIENCES; FU, WENFU; ZHAO, CHUNCHAO; (14 pag.)CN104974181; (2017); B;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 2-Methyl[1,8]-Naphthyridine, and cas is 1569-16-0, its synthesis route is as follows.,1569-16-0

A solution of 2-Methyl-l ,8-naphthyridine (0.037 g, 0.257 mmol), Intermediate 25 (0.100 g, 0.257 mmol) and 4-methylbenzenesulfonamide (0.044 g, 0.257 mmol) in toluene (0.555 mL) was stirred at 110 C for 14 h. After cooling to room temperature, the solvent was removed in vacuo and the residue was purified by preparative HPLC (Phenomenex Luna AXIA 5u21.2xl00 mm, 10 min gradient, 15 min run, 10% to 100% Solvent B = 90% MeOH-10% H2O-0.1%TFA, Solvent A = 10% MeOH-90% H2O-0.1%TFA) to afford TFA salts of IB and IE, respectively. These salts were individually dissolved in MeOH (1.000 mL) and 250 mg Dianion WA21J resin was added. After stirring at room temperarture for 1 h, the resin was removed by filtration and washed well with MeOH. The filtrates were concentrated in vacuo to afford IB (25.8 mg, 20%) as an orange-brown oil and IE (32.5 mg, 19%) as a brown oil, respectively. IB: NMR (500MHz, CDCb) 59.06 (dd,J=4.1, 1.9 Hz, 1H), 8.16-8.05 (m, 2H), (0395) 7.92 (d,J= 16.0 Hz, 1H), 7.54 (d,J= 8.3 Hz, 1H), 7.39 (dd,J= 8.0, 4.1 Hz, 1H), 7.25 (d, J= 1.4 Hz, 1H), 7.13-7.04 (m, 3H), 6.98 – 6.86 (m, 2H), 6.32 (dd,J=8.8, 7.2 Hz, 1H), 4.17 – 4.05 (m, 3H), 4.02 – 3.95 (m, 1H), 3.88 (s, 3H), 3.64 – 3.55 (m, 1H), 3.34 – 3.25 (m, 1H), 3.05 – 2.92 (m, 2H), 1.20 (t, J= 7.2 Hz, 3H). HPLC retention time (Method 1): 2.430 min.; LCMS (ES): m/z 515.1 [M+H]+ (0396) IE.: NMR (500MHz, CDCB) delta 9.04 (dd,J=4.1, 1.9 Hz, 1H), 8.07 (dt,J=8.0, 1.5 Hz, 2H), 7.95 (d, J= 8.3 Hz, 2H), 7.48 – 7.31 (m, 4H), 7.08 – 7.00 (m, 2H), 6.93 – 6.83 (m, 1H), 6.81 (d,J=1.7Hz, 1H), 6.52 (d,J=1.7Hz, 1H), 6.23 (dd,J=8.7, 7.3 Hz, 1H), 4.26 (t, J= 7.4 Hz, 1H), 4.07 (q, J= 7.1 Hz, 2H), 3.92 – 3.79 (m, 4H), 3.77 – 3.68 (m, 1H), 3.48 – 3.33 (m, 5H), 3.20 – 3.08 (m, 1H), 3.02 – 2.81 (m, 3H), 1.12 (t,J= 7.2 Hz, 3H). HPLC retention time (Method 1): 2.430 min.; LCMS (ES): m/z 659.2 [M+H]+.

With the complex challenges of chemical substances, we look forward to future research findings about 1569-16-0,belong naphthyridine compound

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

As a common heterocyclic compound, it belongs to naphthyridine compound, name is 7-Chloro-1,8-naphthyridin-2-ol, and cas is 15944-34-0, its synthesis route is as follows.,15944-34-0

A suspension of 300 mg (1.66 mmole) OF7-CHLORO-LH- [1, 8] naphthyridin-2-one (J. ORG. Chem. 1990, 55, 4744-4750) in 5 ML of anhydrous DMF was cooled to 0 C in an ice bath under a N2 atmosphere. A solution of 1.0 M lithium bis (trimethylsilyl) amide in THF (2.0 mL, 2.0 mmole) was added in a dropwise fashion. After stirring at 0 C for 5 min. , 381 mg (2.49 mmole) of 1-bromo-3-methoxypropane was added. The ice bath was removed, and the reaction mixture was stirred at room temperature for 5 min. An additional 5 ML of anhydrous DMF was added, and the heterogeneous mixture was stirred at room temperature for 18 hr. The reaction mixture was diluted with EtOAc, and washed with H20 (3x) and brine. The organic layer was dried over MGS04, filtered, and concentrated. Purification by flash column chromatography (SIO2, 40% EtOAc/hexanes gradient to 60% EtOAc/hexanes) gave 304 mg (72 %) of 7-chloro- 1-(3-methoxypropyl)-1H-[1,8]naphthyridin-2-one. MS : NEZ 253. 1,255. 1 (M+I)

With the complex challenges of chemical substances, we look forward to future research findings about 15944-34-0,belong naphthyridine compound

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/89915; (2004); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Name is 2-Chloro-1,5-naphthyridine, as a common heterocyclic compound, it belongs to naphthyridine compound, and cas is 7689-62-5, its synthesis route is as follows.,7689-62-5

2-chloro- 1 ,5-naphthyridine ( 10- 1 ) (35 g, 213 mmol) in toluene (420 mL) was treated with tributyl(vinyl)stannane (101 g, 93.4 mL, 319 mmol) and tetrakis( phenylphosphine)palladium (36.9 g, 31.9 mmol). The mixture was heated at 140 C under microwave irradiation for 20 min, then cooled and concentrated in vacuo. The residue was purified by silica gel flash column chromatography, eluting with 0-100% EtO Ac/heptane. The fractions containing the desired product (10-2) were pooled, and after solvent removal in vacuo, 19 g (57%) of the product were obtained. LC/MS: m/z (M+H) = 157.2.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Chloro-1,5-naphthyridine

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BARROW, James, C.; COX, Christopher, D.; NOLT, Mark, B.; SHIPE, William, D.; WO2013/74390; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem