New learning discoveries about 5469-70-5

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

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

5469-70-5, Example 24a 10774] 3-aminopyridazine (1 g, 10.5 mmol) is dissolved in toluene (7 mE) and N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added. The mixture is heated at 65 C. and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added and stirring is continued at it for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mE, 27.34 mmol) is added and the reaction is heated at 85 C. for 5 h. Volatiles are removed under reduced pressure and the resulting residue is triturated with n-hexane to thmish the title compound (1.4 g, 91%)10775] UPEC-MS (Method 2): R=0.40 mm10776] MS (ESI pos): mlz=151 (M+H7

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; US2014/343065; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

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.

5469-70-5,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.

Example 32 Preparation of 2-(4-(4-(4-(3-pyridazin-3-ylureido)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetic acid Methyl 2-(4-(4-(4-(tert-butoxycarbonylamino)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetate (50 mg) prepared in Step 4 of Example 1, 4-nitrophenylchloroformate (28.1 mg) and 3-aminopyridazine (17 mg) were added to 1,4-dioxane (3 mL), and the mixture was stirred overnight at room temperature. The reaction solvent was concentrated, and diethyl ether was added for recrystallization. The resulting compound was filtered and the filtrate was added to a mixed solution of tetrahydrofuran, methanol and water (tetrahydrofuran:methanol:water = 1:1:1), stirred, and further stirred with the addition of sodium hydroxide (16 mg). The resulting mixture was distilled under reduced pressure to remove the solvent, and 1N HCl was added to adjust the pH in the range of 3 to 4. A solid thus obtained was filtered and washed with water to obtain the title compound (40 mg). 1H NMR (300 MHz, DMSO-d6): delta 12.38(s, 1H), 10.11(s. 1H), 9.89(s, 1H), 9.33(s, 1H), 8.91(d, 1H), 8.78(d, 1H), 8.24(d, 2H), 8.07(t, 3H), 7.81(d, 2H), 7.68(q, 1H), 7.42(d, 2H), 3.65(s, 2H)

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

Reference£º
Patent; Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup; EP2738174; (2014); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

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

3-aminopyridazine (lg, 10.5 mmol) is dissolved in toluene (7 mL) and N,N5 dimethylformamide dimethyl acetal (1 .8 mL, 13.67 mmol) is added. The mixture isheated at 65C and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mL, 13.67 mmol) is added and stirring is continued at rt for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mL, 27.34 mmol) is added and the reaction is heated at 85C for 5h. Volatiles are removed underreduced pressure and the resulting residue is triturated with n-hexane to furnish the title compound (1 .4 g, 91 %)UPLC-MS (Method 2): R = 0.40 mm MS (ESI pos): mlz = 151 (M+H)

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; WO2014/184275; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 5469-70-5

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

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

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 25 C. was added a suspension of pyridazin-3-amine (0.5 g, 5.26 mmol) in dichloromethane (5 ml) 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)+.

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

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

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