Tag: 952059-69-7

The naphthyridine compound, name is 8-Chloro-3-methoxy-1,5-naphthyridine,cas is 952059-69-7, mainly used in chemical industry, its synthesis route is as follows.

952059-69-7, Step 1: 8-Chloro-1,5-naphthyridin-3-ol A pressure-resistant vial was charged with 8-chloro-3-methoxy-1,5-naphthyridine (1200 mg, 6166 mumol), boron tribromide (6412 mul, 67825 mumol) and dichloroethane (10277 mul, 6166 mumol). The vessel was sealed and the mixture was stirred at 60 C. for 16 h. The reaction mixture was carefully diluted with DCM, and the solids were filtered. The crude material was purified by silica gel chromatography with 40-70% (90:10:1 DCM/MeOH/NH4OH)/DCM to afford 8-chloro-1,5-naphthyridin-3-ol. MS:[M+H]=181.

As the rapid development of chemical substances, we look forward to future research findings about 952059-69-7

Reference£º
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

A common heterocyclic compound, the naphthyridine compound, name is 8-Chloro-3-methoxy-1,5-naphthyridine,cas is 952059-69-7, mainly used in chemical industry, its synthesis route is as follows.

952059-69-7, 2-(2-((7-Methoxy-l,5-naphthyridin-4-yl)(methyl)amino)ethyl)-6-(4- methylthiophen-2-yl)pyridazin-3(2H)-one. A suspension of 2-(2- (methylamino)ethyl)-6-(4-methylthiophen-2-yl)pyridazin-3(2H)-one (275 mg, 1103 mumol) and 8-chloro-3-methoxy-l,5-naphthyridine (193 mg, 993 mumol) in iPrOH (5 mL) was heated to 100 C for 18 h in an appropriately sealed vial. The mixture was partitioned between CH2Cl2 (30 mL) and IM NaOH (10 mL), and the organic dried over MgSO4. After concentration under reduced pressure, the organic residue was dissolved in iPrOH (2 mL) and the rsulting crystalized solid was washed with iPrOH (2x 0.5 mL) then dried under reduced pressure. MS (ESI pos. ion) m/z (MH+): 408. Calc’d exact mass for C2ieta2iN5O2S: 407. 1H NMR (400 MHz, Chloroform-d) delta ppm 2.26 (s, 3 H) 3.22 (s, 3 H) 3.83 (s, 3 H) 4.51 (t, J=5.77 Hz, 2 H) 4.75 (t, J=5.77 Hz, 2 H) 6.55 (d, J=5.52 Hz, 1 H) 6.60 (d, J=9.54 Hz, 1 H) 6.91 (s, 1 H) 6.97 (s, 1 H) 7.19 (d, J=9.54 Hz, 1 H) 7.32 (d, J=3.01 Hz, 1 H) 8.32 (d, J=5.52 Hz, 1 H) 8.46 (d, J=2.51 Hz, 1 H).

As the rapid development of chemical substances, we look forward to future research findings about 952059-69-7

Reference£º
Patent; AMGEN INC.; WO2008/103277; (2008); A2;,
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, Example 37 (Method Cl); Synthesis of N-(4-(7-methoxy-l ,5-naphthyridin-4-yloxy)phenyl)-4-(4- methoxyphenyl)phthalazin-l-amineA 5 mL microwave tube was charged with 4-(4-(4-methoxyphenyl)phthalazin-l- ylamino)phenol and 3 equivalents of cesium carbonate (342 mg, 1.048 mmol) in 1.8 mL of DMF. The mixture was stirred at RT for 10 min. Following addition of 8-chloro-3- methoxy-l,5-naphthyridine (88 mg, 0.454 mmol), the vessel was capped and irradiated at 150 0C for 15 min in the microwave, at which time the reaction was determined complete by LC/MS. The mixture was cooled to ambient temperature and diluted with water. The solids were filtered and washed with water. The solids were triturated with methanol, filtered to remove remaining impurities, washed with additional methanol and dried under vacuum to afford N-(4-(7-methoxy- 1 ,5-naphthyridin-4-yloxy)phenyl)-4-(4- methoxyphenyl)phthalazin-l -amine as a light orange solid. MS [M+H]=502; Calc’d 501.54 for C30H25N5O3.

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

Reference£º
Patent; AMGEN INC.; WO2008/124083; (2008); A2;,
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

Step 1: 8-Chloro-1,5-naphthyridin-3-ol A pressure-resistant vial was charged with 8-chloro-3-methoxy-1,5-naphthyridine (1200 mg, 6166 mumol), boron tribromide (6412 mul, 67825 mumol) and dichloroethane (10277 mul, 6166 mumol). The vessel was sealed and the mixture was stirred at 60 C. for 16 h. The reaction mixture was carefully diluted with DCM, and the solids were filtered. The crude material was purified by silica gel chromatography with 40-70% (90:10:1 DCM/MeOH/NH4OH)/DCM to afford 8-chloro-1,5-naphthyridin-3-ol. MS:[M+H]=181.

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

Reference£º
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The naphthyridine compound, cas is 952059-69-7 name is 8-Chloro-3-methoxy-1,5-naphthyridine, mainly used in chemical industry, its synthesis route is as follows.

952059-69-7, Step 1: 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine To a resealable pressure vessel was added n-methyl-4-nitroaniline (0.911 ml, 7.19 mmol), pyridinium p-toluenesulfonate (1.81 g, 7.19 mmol), 8-chloro-3-methoxy-1,5-naphthyridine (1.000 g, 5.14 mmol), and n-BuOH (15 mL). The vessel was sealed and heated to 100 C. After 4 h, the mixture was cooled to RT, diluted with 1 N NaOH, and extracted with EtOAc. The organic fraction was dried with Na2SO4, concentrated in vacuo, and purified by silica gel chromatography using 50-100% Hexanes:EtOAc to afford 7-methoxy-N-methyl-N-(4-nitrophenyl)-1,5-naphthyridin-4-amine as a yellow solid. MH+=311.21.51 min.

As the rapid development of chemical substances, we look forward to future research findings about 952059-69-7

Reference£º
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

The naphthyridine compound, cas is 952059-69-7 name is 8-Chloro-3-methoxy-1,5-naphthyridine, mainly used in chemical industry, its synthesis route is as follows.

952059-69-7, Example 41 (Method C5)Synthesis of N-(6-(7-methoxy-l,5-naphthyridin-4-yloxy)pyridin-3-yl)-4- phenylphthalazin-l-amine A pyrex reaction tube was charged with 8-chloro-3-methoxy-l ,5-naphthyridine (50 mg, 0.26 mmol), 5-(4-phenylphthalazin-l-ylamino)pyridin-2-ol (80 mg, 0.26 mmol), cesium carbonate (249 mg, 0.76 mmol) and DMSO (2 mL). The tube was sealed and the reaction mixture was heated to 130 0C. After 3.5 h, an aliquot was analyzed by LCMS, and the desired product was determined to be the major peak. The reaction mixture was diluted with DMSO and purified by Gilson HPLC {5-65% (0.1% TFA in CH3CN) in H2O over 20 min}. The product-containing fractions were combined, basifed by addition of aq. NaHCO3 and extracted with DCM. The organic portion was dried with Na2SO4, filtered, and concentrated to afford material that was further purified by silica gel chromatography, 90/10/1 CH2Cl2MeOHZNH4OH. This provided N-(6-(7-methoxy-l,5-naphthyridin-4- yloxy)pyridin-3-yl)-4-phenylphthalazin-l -amine as pure material. MS [M+H] = 473.01.48minutes. Calc’d for C28H20N6O2: 472.5.

As the rapid development of chemical substances, we look forward to future research findings about 952059-69-7

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

The naphthyridine compound, cas is 952059-69-7 name is 8-Chloro-3-methoxy-1,5-naphthyridine, mainly used in chemical industry, its synthesis route is as follows.

Example 38 (Method C2); Synthesis of 4-(4-tert-butylphenyl)-N-(4-(7-methoxy-l,5-naphthyridin-4- yloxy)phenyl)phthalazin-l-amineIn a nitrogen purged sealed tube, 8-chloro-3-methoxy-l,5-naphthyridine (0.053 g, 0.271 mmol) was dissolved in DMF (2.00 mL). 4-(4-(4-Tert-butylphenyl)phthalazin-l- ylamino)phenol (0.100 g, 0.271 mmol) and cesium carbonate (0.176 g, 0.541 mol) were added, and the mixture in the tube was stirred at 90 C for 17 h. Upon cooling to RT, the mixture was concentrated in vacuo, and purified by silica gel chromatography using 0- 100% CH2Cl2:MeOH(90: 1O)/CH2C12 to yield 4-(4-tert-butylphenyl)-N-(4-(7-methoxy- l,5-naphthyridin-4-yloxy)phenyl)phthalazin-l -amine as off-white solid. MS [M+H]=528.1; Calc’d 527.6 for C33H29N5O2., 952059-69-7

With the rapid development of chemical substances, we look forward to future research findings about 952059-69-7

Reference£º
Patent; AMGEN INC.; WO2008/124083; (2008); A2;,
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

Example 14; N-(l-ethyl-lJHr-pyrazol-4-yl)-2-[2-methoxy-4-(7-methoxy-l,5-naphthyridin- 4-yloxy)phenyl] acetamide; Under an atmosphere of argon, a mixture of 4-chloro-7-methoxy-l,5-naphthyridine (0.09 g), N-(l-ethyl-lH-pyrazol-4-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide (0.127 g), caesium carbonate (0.453 g) and DMF (1 ml) was stirred and heated to 900C for 7 hours. The mixture was cooled to ambient temperature and poured into water. The resultant mixture was filtered. The solid so obtained was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the title compound as a solid (0.12 g); 1H nuMR Spectrum: (DMSOd6) 1.32 (t, 3H)3 3.59 (s, 2H), 3.76 (s, 3H)5 4.0 (s, 3H), 4.07 (q, 2H)5 6.76 (d, IH), 6.77 (m, IH)5 6.94 (d, IH)5 7.31 (d, IH), 7.42 (s, IH), 7.79 (d, IH), 7.87 (s, IH)5 8.71 (d, IH)5 8.73 (d, IH)5 10.04 (s, IH); Mass Spectrum: M+?t 434.

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

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113548; (2007); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO463,mainly used in chemical industry, its synthesis route is as follows.,952059-69-7

To a suspension of tert- butyl (6-bromo- [1,2,4] triazolo [4 , 3 -a] pyridin-3- yUmethylcarbamate (0.900 g, 2.75 mmol) in CH2Cl2 (10 mL) was added TFA (0.848 ml, 11.0 mmol) and the mixture stirred at rt. After 30 minutes additional TFA (0.848 ml, 11.0 mmol) was added, and the mixture stirred at rt 2 h more then concentrated. The residue was taken up into 2-butanol (5 mL) and combined with 8-chloro-3-methoxy-l, 5-naphthyridine (0.535 g, 2.75 mmol) in a 5 mL microwave vessel. The vessel was sealed and the mixture heated in the microwave for 10 min at 120 C with a 60 sec prestir. The mixture was concentrated, diluted with DCM and stirred with 2N NaOH (pH 14) for 30 minutes. The solid was filtered to afford the title compound as a beige solid.

With the synthetic route has been constantly updated, we look forward to future research findings about 8-Chloro-3-methoxy-1,5-naphthyridine,belong naphthyridine compound

Reference£º
Patent; AMGEN INC.; WO2008/8539; (2008); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO272,mainly used in chemical industry, its synthesis route is as follows.,952059-69-7

Five 20 mL microwave vials were each charged with 4-aminophenol (0.700 mg, 33 mmol) and 3 equivalents of cesium carbonate in 6.0 ml of DMF. The mixture was stirred at RT for 10 minutes. Following addition of 8-chloro-3-methoxy-1,5-naphthyridine (1 g, 26 mmol), the reaction vessels were capped and irradiated at 150 C. for 15 min in the microwave, at which time the reaction was determined complete by LCMS. The mixture was allowed to cool to ambient temperature and material from the five vessels was combined. A deep brown solid crashed out with addition of water. Filtered solids, washed with water and dried overnight in the vacuum oven to afford 4-(7-methoxy-1,5-naphthyridin-4-yloxy)benzenamine as a brown solid. [0359] Alternatively, the title compound may be prepared by the following method: In a nitrogen purged sealed pressure vessel, dissolved 4-aminophenol (0.617 g, 5.65 mmol) in DMF (0.030 L). Cesium carbonate (3.68 g, 11.3 mmol) was added and the mixture was stirred at RT for 5 min. Added 8-chloro-3-methoxy-1,5-naphthyridine (1.00 g, 5.14 mmol), heated to 90 C., stirred for 17 h. The mixture was allowed to cool to RT and was concentrated. The crude material was triturated with methanol, filtered, washed with methanol followed by water, and air dried to yield 4-(7-methoxy-1,5-naphthyridin-4-yloxy)benzenamine as brown solid. MS [M+H]=268.1; Calc’d 267.3 for C15H13N3O2.

With the synthetic route has been constantly updated, we look forward to future research findings about 8-Chloro-3-methoxy-1,5-naphthyridine,belong naphthyridine compound

Reference£º
Patent; CEE, Victor J.; DEAK, Holly L.; DU, Bingfan; GEUNS-MEYER, Stephanie D.; HUA, Zihao; MARTIN, Matthew W.; MARX, Isaac; NGUYEN, Hanh Nho; OLIVIERI, Philip R.; PANTER FABER, Kathleen; ROMERO, Karina; SCHENKEL, Laurie; WHITE, Ryan; US2014/336182; (2014); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem