Simple exploration of 5469-70-5

The synthetic route of 5469-70-5 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.,5469-70-5

To a solution of phenyl carbonochloridate (1.070 g, 6.83 mmol), pyridine (0.665 g, 8.41 mmol) in dichloromethane (10 ml) stirred under nitrogen at 25C was added a suspension of pyridazin-3 -amine (0.5 g, 5.26 mmol) in dichloromethane (5ml) during 5 min. The reaction mixture was stirred at 25 C for 1 hr. Next, the organic phase was washed with water 3 mL, saturated brine 3 mL, dried over sodium sulfate and concentrated in vacuo to give the crude product as a white solid. The compound was washed with hexane, dried under reduced pressure, LCMS (m/z) 216.2 (M+H)+.

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 5469-70-5

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of CDI (106 mg, 0.651 mmol) in THF (10 mL) under nitrogen at roomtemperature was added 11g (200 mg, 0.651mmol). The reaction was stirred at room temperaturefor 10 min and 4-pyridazinamine (61.9 mg, 0.651 mmol) was added dropwise. After refluxed for14 hrs, the mixture was concentrated and water was added. The mixture was then extracted withEtOAc (50 mL*3). The combined organic phases were washed with brine, dried over Na2SO4 andconcentrated. The crude product was then washed with MeOH to give the title compound 7a (95mg, 38%) as a white solid.

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various.

Reference£º
Article; Ding, Xiao; Dai, Xuedong; Long, Kai; Peng, Cheng; Andreotti, Daniele; Bamborough, Paul; Eatherton, Andrew J.; Edge, Colin; Jandu, Karamjit S.; Nichols, Paula L.; Philps, Oliver J.; Stasi, Luigi Piero; Wan, Zehong; Xiang, Jia-Ning; Dong, Kelly; Dossang, Pamela; Ho, Ming-Hsun; Li, Yi; Mensah, Lucy; Guan, Xiaoming; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4034 – 4038;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 5469-70-5

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of CDI (106 mg, 0.651 mmol) in THF (10 mL) under nitrogen at roomtemperature was added 11g (200 mg, 0.651mmol). The reaction was stirred at room temperaturefor 10 min and 4-pyridazinamine (61.9 mg, 0.651 mmol) was added dropwise. After refluxed for14 hrs, the mixture was concentrated and water was added. The mixture was then extracted withEtOAc (50 mL*3). The combined organic phases were washed with brine, dried over Na2SO4 andconcentrated. The crude product was then washed with MeOH to give the title compound 7a (95mg, 38%) as a white solid.

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various.

Reference£º
Article; Ding, Xiao; Dai, Xuedong; Long, Kai; Peng, Cheng; Andreotti, Daniele; Bamborough, Paul; Eatherton, Andrew J.; Edge, Colin; Jandu, Karamjit S.; Nichols, Paula L.; Philps, Oliver J.; Stasi, Luigi Piero; Wan, Zehong; Xiang, Jia-Ning; Dong, Kelly; Dossang, Pamela; Ho, Ming-Hsun; Li, Yi; Mensah, Lucy; Guan, Xiaoming; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4034 – 4038;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 5469-70-5

As the paragraph descriping shows that 5469-70-5 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

2-methyl-8-morpholino-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxylic acid (23.0 mg, 0.057 mmol) and 3-aminopyridazine (16.0 mg, 0.170 mmol) were dissolved in MeCN (1.2 mL). HATU (32.0 mg, 0.085 mmol) and pyridine (0.014 mL, 0.170 mmol) were added and the vial was sealed and heated to 50 C for 1 h, then to 80 C for 2 h. The reaction was cooled to room temp and bicarb (2 mL) and water (1 mL) were added. The mixture was extracted with EtOAc (3×5 mL) but there was precipitate in the organic layer. The solid was collected by filtration and washed with diethyl ether, and dried in vacuo to give 2-methyl-8-morpholino-N-(pyridazin-3-yl)-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxamide (8.0 mg, 29%). MS (ESI) calcd for C23H20F3N7O2: 483.16; found: 484 [M+H].

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-methyl-6-(2-(trifluoromethyl)phenyl)imidazo[1,2-b]pyridazine-3-carboxylic acid (1.1 g, 3.43 mmol), and HATU (2.6 g, 6.8 mmol) were taken up in DMF (12 mL). Pyridazine-3-amine (530.0 mg, 5.57 mmol) and DIEA (1.3 mL) were added and the resulting reaction mixture was stirred at 60 C for overnight. After cooling to room temp, water (12 mL) was added and the solid was separated by filtration. The solid was taken up in EtOAc and washed with saturated NaHCO3 solution. The organic layer was dried, evaporated and the crude product was purified by column chromatography (DCM + MeOH 0-5%) to afford 2-methyl-N-(pyridazin-3-yl)-6-(2-(trifluoromethylcarboxamide (570.0 mg, 42%). MS (ESI) calcd for C19H13F3N6O: 398.1; found: 399.1 [M+H]

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A RBF was charged with perfluorophenyl 1-(5,6-dichloro-2-methoxypyridin-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonate (0.68 g, 1.199 mmol) and pyridazin-3-amine (0.137 g, 1.438 mmol). DMSO (2.2 ml) was added to give a solution which was then diluted with THF (7.14 ml). The flask was cooled in an ice-water bath for 15 min, then lithium bis(trimethylsilyl)amide (1M in THF) (2.64 ml, 2.64 mmol) was added dropwise, slowly over 2 min. After 15 min, the mixture was diluted with 1N aq. HCl and EtOAc. The layers were separated, and the aq. layer was extracted with EtOAc (2*). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (100-g SNAP Ultra column, 10-70% of a 3:1 EtOAc/EtOH solution in heptane with 10% DCM as additive). Fractions containing pure product were combined and concentrated to give 1-(5,6-dichloro-2-methoxypyridin-3-yl)-2-oxo-N-(pyridazin-3-yl)-1,2-dihydroquinoline-6-sulfonamide (0.25 g, 0.523 mmol, 43.6% yield) as an off-white solid. m/z (ESI) 478.0 (M+H)+.

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 2-L round-bottom flask was charged with MeCN (600 ml) andchlorosulfonyl isocyanate (13.7 ml, 158 mmol)). The reaction mixture was cooled to 0 C in an ice-water bath before 2-bromoethanol (11.2 ml, 158 mmol) was added dropwise via syringe over 20 min. After 30 min, the yellow solution was allowed to warm to ambient temperature. After 1 h, pyridazin-3-amine (15 g, 158 mmol) and 4-methylmorpholine (69.4 ml, 631 mmol) were added in single portions to the stirred reaction mixture. The reaction vessel was equipped with a reflux adaptor. After 5 min, the reaction mixture was warmed to 50 C. After 16 h, the reaction mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. Aqueous HCI solution (0.5 M, 900 mL) and DCM (500 mL) were introduced and the layers were sperated. The aqueous layer was further extracted with DCM (4 x 300 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give a tan solid. The solid was triturated in DCM (50 mL) and heptane 5 mL). The resulting suspension was filtered, and the collected solid was washed with heptane and DCM to afford 2-oxo-N-(pyridazin-3-yl)oxazolidine-3-sulfonamide (19.3 g, 39.7 mmol, 50.2 % yield) as a tan solid.

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; USA Anjin Corporation; M .weisi; B .C.miergelamu; T .dining; J .siteerwogen; A .gusiman-peileisi; A .beiqiao; I .E.makesi; (177 pag.)CN107531705; (2018); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem