Tag: M.W:100-200

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

2-Methyl-1,8-naphthyridine (1.1592 g, 8.0 mmol) and SeO2 (1.2452 g, 11.2 mmol) were added to 20 mL of 1,4-dioxane. The mixture were refluxed for 4 h in nitrogen atmosphere and filtered. The filtrate was concentrated in vacuum to give the crude product and the final product was obtained by column chromatography (200-300 mesh, ethyl acetate) (0.71 g, 56.6percent yield). Characterization of 1,8-naphthyridine-2-aldehyde: HRMS (EI) m/z: calcd for C9H7N2O [M+H]+, 159.0588; found, 159.0561. 1H NMR: (400 MHz; DMSO; TMS) 10.15 (s, 1H), 9.24-9.26 (m, 1H), 8.71 (d, 1H), 8.60-8.62 (m, 1H), 8.08 (d, 1H), 7.78-7.80 (m, 1H). 13C NMR (100 MHz, DMSO): 194.3, 155.8, 155.5, 155.0, 140.5, 138.3, 125.6, 124.9, 118.5.

1569-16-0, As the paragraph descriping shows that 1569-16-0 is playing an increasingly important role.

Reference£º
Article; Liu, Xingjiang; Chen, Mingxing; Liu, Ziping; Yu, Mingming; Wei, Liuhe; Li, Zhanxian; Tetrahedron; vol. 70; 3; (2014); p. 658 – 663;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

215523-34-5, 1,8-Naphthyridine-2-carboxylic acid is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,215523-34-5

PyBOP (132 mg, 254 muiotaetaomicronIota) was added to a mixture of 1 ,8-naphthyridine-2-carboxylic acid (40.2 mg, 231 muiotaetaomicronIota), 8-amino-2-(2-chloro-4,5-difluorophenyl)-2-azaspiro[4.5]decan-1 -one (isomer 1 , Intermediate I45 ) (80.0 mg, 254 muiotaetaomicronIota) and N,N-diisopropylethylamine (160 muIota, 920 muiotaetaomicronIota) in DMF (2.3 ml) and the mixture was stirred for 2 h at room temperature. For work-up, water (45 ml) and methanol (2 ml) were added and the mixtre was stirred over night. The precipitate was collected by filtration, washed with water and dried to give the title compound 87.0 mg (79 % yield). LC-MS (Method 1 ): Rt= 1.08 min; MS (ESIpos): m/z = 471 [M+H]+1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 0.932 (1.28), 0.949 (1.24), 1.231 (1.28), 1.352 (0.85), 1.591 (0.43), 1.634 (0.73), 1.657 (3.54), 1.665 (3.07), 1.689 (16.00), 1.696 (15.91), 1.732 (4.05), 1.742 (3.41), 1.761 (3.46), 1.772 (3.11), 1.791 (1.62), 1.801 (1.37), 1.855 (5.29), 1.877 (3.07), 1.886 (2.69), 2.069 (0.43), 2.155 (7.04), 2.172 (13.78), 2.190 (7.51), 2.337 (0.81), 2.518 (9.26), 2.523 (6.53), 2.674 (1.79), 2.679 (0.81), 2.888 (0.47), 3.612 (0.51), 3.639 (7.59), 3.656 (13.87), 3.674 (7.34), 3.871 (0.73), 3.897 (1.75), 3.908 (1.66), 3.919 (1.75), 3.946 (0.73), 7.697 (5.21), 7.717 (5.72), 7.724 (5.59), 7.732 (9.13), 7.743 (11.05), 7.753 (8.02), 7.763 (9.30), 7.863 (5.38), 7.884 (5.63), 7.889 (5.80), 7.910 (5.63), 8.264 (15.15), 8.285 (15.66), 8.580 (7.55), 8.586 (7.89), 8.601 (7.64), 8.606 (7.17), 8.680 (15.27), 8.701 (13.82), 8.822 (6.10), 8.844 (5.89), 9.197 (8.96), 9.202 (9.17), 9.208 (8.41), 9.212 (7.94)

As the paragraph descriping shows that 215523-34-5 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BUCHGRABER, Philipp; EIS, Knut; WAGNER, Sarah; SUeLZLE, Detlev; VON NUSSBAUM, Franz; BENDER, Eckhard; LI, Volkhart, Min-Jian; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philipp; (248 pag.)WO2018/78005; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

2-Chloro-1,7-naphthyridine, cas is 35192-05-3, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Step B: Preparation of [N- (4-TERT-BUTYL-PHENYL)-2- ( [1, 7]] naphthyridin-2-ylamino)-benzamide A mixture of [2-AMINO-N- (4-TERT-BUTYL-PHENYL)-BENZAMIDE] (Step A, 163 mg, 0.61 mmol), [2-CHLORO- [1,] 7] naphthyridine [(100] mg, 0.61 [MMOL),] [PD2 (DBA)] 3 (6.0 mg, 0. [006] mmol), 2- dicyclohexyl [PHOSPHINO-2′- (N-N-DIMETHYAMINO)] biphenyl (6.0 mg, 0.015 mmol), and LiN (TMS) 2 (1 M solution in THF, 2.3 mL) was heated at [80 C] for 12 h in a sealed tube. The mixture was concentrated in vacuo and the crude material was purified with flash chromatography [(SI02,] [20%] EtOAc/hexane) and crystallization from EtOH to give the desired compound. MS [(ES+)] : [397.] 0 (M+H) [+.] Calc’d for [C25H24N4O-396.] 48.

35192-05-3, As the rapid development of chemical substances, we look forward to future research findings about 35192-05-3

Reference£º
Patent; AMGEN INC.; WO2004/5279; (2004); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

1,8-Naphthyridin-2-amine, cas is 15992-83-3, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Preparation of 5,7-dioxo-6-(1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (16.0 g.), m.p. 200 C., by reacting 2-amino-1,8-naphthyridine (8.65 g.) with 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (22.0 g.) [prepared according to the method of H. R. Schweizer, Helv. Chim. Acta, 52, 2229 (1969)] in diphenyl ether (70 cc.) at 150 C. for half an hour, in the presence of anhydrous acetic acid (0.4 cc.). Preparation of 5-hydroxy-6-(1,8-naphthyridin-2-yl)-7-oxo-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (13.0 g.), m.p. 260 C., by reacting sodium borohydride (2.15 g.) with 5,7-dioxo-6-(1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole (18.0 g.) in anhydrous tetrahydrofuran (200 cc.) to which anhydrous methanol (80 cc.) has been added gradually, at a temperature not exceeding 40 C.

15992-83-3, As the rapid development of chemical substances, we look forward to future research findings about 15992-83-3

Reference£º
Patent; Rhone-Poulenc S.A.; US3948917; (1976); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

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

To a solution of 7-chloro-1 ,2-dihydro-1 ,8-naphthyridin-2-one (1.80 g, 10.0 mmol) and 2- bromo-1 , 1-diethoxyethane (4.92 g, 25.0 mmol) in DMF (25 mL) was added Cs2C03 (4.90 g, 15.0 mmol) and the mixture heated at 70C under N2 overnight. The mixture was diluted with H2O (200 mL), extracted with EtOAc (100 mL x 3) and the combined organic extracts were washed with H2O (200 mL x 2), brine (100 mL) and concentrated under reduced pressure. The residue was purified by chromatography (EtOAc/petroleum ether, 1 :5 to 1 :2, v/v) to afford a white solid of 7-chloro-1-(2,2-diethoxyethyl)-1 ,2-dihydro-1 ,8-naphthyridin-2- one 5a (1.80 g, 61 %). TLC: Rf = 0.45 (silica gel, petroleum ether/EtOAc = 2 : 1 , v/v). 1 H NMR (Method E) (CDC ): delta ppm 7.78 (d, J = 8.0 Hz, 1 H), 7.61 (d, J = 9.6 Hz, 1 H), 7.15 (d, J = 8.0 Hz, 1 H), 6.72 (d, J = 9.6 Hz, 1 H), 5.10 (t, J = 5.6 Hz, 1 H), 4.67 (d, J = 5.6 Hz, 2H), 3.79 (m, 2H), 3.54 (m, 2H), 1.1 1 (t, J = 7.2 Hz, 6H).

15944-34-0, As the rapid development of chemical substances, we look forward to future research findings about 15944-34-0

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

254-60-4, 1,8-Diazanaphthalene is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,254-60-4

Synthesis of 2-[1-(2-tert-butyl-6-chloro-5-methyl-pyrimidin-4-yl)-piperidin-4-yl]-[1,8]naphthyridine 20 ml of dimethylacetamide and 5 ml (17.8 mmoles) of diisopropylethylamine are added into a single-necked flask containing 1.5 g (6.84 mmoles) of 2-tert-butyl-4,6-dichloro-5-methyl-pyrimidine and 1.46 g (6.84 mmoles) of 2-piperidin-4-yl-[1,8]naphthyridine. This mixture is heated at 100 C. overnight. The next day 0.2 equivalent of naphthyridine is added and the mixture is heated for another 6 hours. The reaction mixture is returned to ambient temperature before concentrating to dryness. The residue obtained is taken up in a mixture of water, ethyl acetate and a saturated solution of sodium bicarbonate. The organic phase is separated and the aqueous phase reextracted with ethyl acetate. The collected organic phases are dried over magnesium sulphate then the solvent is evaporated off under reduced pressure (2 kPa). The residue is chromatographed on silica gel eluding with a gradient of heptane-ethyl acetate (70-30) to heptane-ethyl acetate (50-50). 1.77 g of expected product is obtained. TLC: Rf=0.50 [silica gel, eluent heptane-ethyl acetate (50-50). 1H-NMR (CDCl3): delta 1.37 (s, 9H, tert-butyl); 2.1 (m, 1H, cyclopropyl); 2.15 (m, 4H, N-CH2–CH–CH2); 2.27 (s, 3H, CH3); 3.1 and 4.05 (2m, 4H, CH2–N–CH2); 3.25 (m, 1H, N-CH2-CH2–CH2-CH2); [(7.48; 8.18; 9.12), 3m, 5H, naphthyridine]. MS: 396 (MH+).

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

Reference£º
Patent; Proskelia SAS; US2008/58348; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

15944-34-0, 7-Chloro-1,8-naphthyridin-2-ol is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,15944-34-0

10. i. 7-methoxy-lH-[l, 8]naphthyridin-2-one:To a solution of 7-chloro-lH-[l,8]naphthyridin-2-one (prepared as described in J. Org. Chem. (1990), 55, 4744; 5.36 g, 29.68 mmol) in MeOH (98 niL) was added sodium methoxide (25 wt% in MeOH, 161 mL). The resulting solution was stirred at reflux for15 h. The solvent was removed in vacuo. Water (100 mL) and EA (80 mL) were added.The phases were separated and the aq layer was extracted with EA (8 x 80 mL). The combined org. layers were washed with brine (50 mL), dried over MgSO4, filtered and evaporated under reduced pressure. The title compound was obtained as a beige solid(5.22 g, 100% yield).1H NMR (d6DMSO) delta: 11.96 (s, 1eta); 7.96 (d, J = 8.5 Hz, IH); 7.81 (d, J = 9.4 Hz, IH); 6.63 (d, J = 8.5 Hz, IH); 6.34 (d, J = 9.4 Hz, IH); 3.90 (s, 3H).

The synthetic route of 15944-34-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/147616; (2009); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

A common heterocyclic compound, the naphthyridine compound, name is 2-Chloro-1,5-naphthyridine,cas is 7689-62-5, mainly used in chemical industry, its synthesis route is as follows.

7689-62-5, A solution of the compound 0001-2 (2.88 g) and sodium acetate (2.89 g) in acetic acid (15 mL) was stirred at 85C for 5 minutes. A solution of bromine (0.99 mL) in acetic acid (2.5 mL) was dropwise added thereto. Further acetic acid (2 mL) was added dropwise thereto, and the mixture was stirred at 85C for 3 hours. To a 6 M aqueous sodium hydroxide solution (60 mL) under stirring with ice-cooling, the reaction solution which had been cooled to room temperature was added dropwise. The precipitated solid was separated by filtration, and the solid was then suspended in methanol (5 mL), and thereafter subjected to sonication. Thereafter, the suspension was filtered, and then the resulting solid was washed with methanol (3 mL). The obtained solid was suspended in a 75 v/v% aqueous methanol solution (8 mL), subjected to sonication, and then the suspension was filtered, and the residue was then washed with a 75 v/v% aqueous methanol solution twice to obtain a compound 0001-3 (3.33 g) as a pale yellow solid. 1H-NMR (DMSO-d6) delta: 9.13 (1H, d), 8.77 (1H, dd), 8.53 (1H, dd), 7.91 (1H, d). MS m/z (M+H): 245.

As the rapid development of chemical substances, we look forward to future research findings about 7689-62-5

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; FURUYA, Kentarou; TERAO, Takahiro; SEKINE, Shinichirou; NAKAGAWA, Daisuke; EP2727920; (2014); 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.952059-69-7,8-Chloro-3-methoxy-1,5-naphthyridine,as a common compound, the synthetic route is as follows.,952059-69-7

Under an atmosphere of argon, a mixture of 4-chloro-7-methoxy-l,5-naphthyridine (1 g), methyl 2-(4-hydroxy-2-methoxyphenyl)acetate (1.01 g), caesium carbonate (5.02 g) and DMF (10 ml) was stirred and heated to 1000C for 3 hours. The resultant mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of ethyl acetate and methanol as eluent. There was thus obtained methyl 2-[2-methoxy-4-(7-methoxy-l,5-naphthyridin- 4-yloxy)phenyl]acetate (1.23 g); 1H NMR Spectrum: (DMSOd6) 3.63 (s, 3H)5 3.65 (s, 2H)5 3.76 (S5 3H)5 4.0 (s, 3H)5 6.75 (m, 2H), 6.95 (d, IH), 7.3 (d, IH), 7.79 (d, IH)5 8.72 (m, 2H); Mass Spectrum: M+H+ 355.

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113548; (2007); 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.,1569-16-0

The mixture of 2-methyl-l,8-naphthyridine (51 mg, 0.352 mmol), E5B (69 mg, 0.352 mmol), and 4-methylbenzenesulfonamide (60 mg, 0.352 mmol) in DME (5 mL) was heated at 170 ¡ãC under microwave conditions for 2 h. The mixture was purified by preparative HPLC (Phenomenex Luna Axia 5mu C18 30 x l00 mm; 10 min gradient from 85percent A: 15percent B to 0percent A: 100percent B (A = 90percent H2O/I O percent ACN + 0.1percent TFA); (B = 90percent ACN/10percent H2O + 0.1percent TFA); detection at 220 nm) to yield E5C (16 mg, 14percent). LCMS (ES): m/z 323.3 [M+H]+.

As the paragraph descriping shows that 1569-16-0 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DEVASTHALE, Pratik; MOORE, Fang; ZHAO, Guohua; PIENIAZEK, Susan Nicole; SELVAKUMAR, Kumaravel; DHANUSU, Suresh; PANDA, Manoranjan; MARCIN, Lawrence R.; (384 pag.)WO2018/89355; (2018); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem