Downstream synthetic route of 17973-86-3

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

Step 1: To a mixture of 3,6-dibromo-pyridazine (500 mg, 2.10 mmol, for preparation see Pwdrali et al.; J. Org. Chem.; 23, 1958; 778) and 4-pyridylcarbinol (229 mg. 2.10 mmol) in anhydrous tetrahydronfuran (10 mL) at 0 C. under argon was added sodium hydride (302 mg, 12.6 mmol). The reaction mixture was warmed up to RT and then was stirred at 50 C. under argon for 6 h. After cooled to 0 C., the resultant orange mixture was diluted with ethyl acetate (20 mL) and then excess sodium hydride was quenched by water until no bubble occurred. The organic layer was collected and washed by brine (3¡Á10 mL) and dried over anhydrous Na2SO4, filtered, and evaporated in vacuo, which afforded 400 mg (1.50 mmol, 71% yield) of 1-bromo-4-(4-pyridylmethoxy)pyridazine as an oil. The crude product was pure enough to carried out next step reaction without further purification. 1H-NMR (MeOH-d4) 8.52-8.54 (m, 2H), 7.80 (d, 1H), 7.52-7.54 (m, 2H), 7.25 (d, 1H), 5.60 (s, 2H); MS LC 266 M+, 269 (M+3H)+, cacl. 266; TLC (3:2 v/v ethyl acetate-hexanes) Rf=0.20.

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US6903101; (2005); B1;,
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Analyzing the synthesis route of 17973-86-3

17973-86-3, As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1) In a 250ml three-vial bottle,Weigh 0.05 mol of 3,6-dibromopyridazine,0.06 mol (3,5-di-tert-butylphenyl) boric acid,100ml toluene,Stir and dissolve,Under nitrogen protection,Add 0.0025mol Pd(PPh3)4,0.1mol potassium carbonate,50 ml water and ethanol volume ratio of 1:1 mixture,Stir and warm up to 120C,Reflux reaction for 12 hours,Sampling point board,Shows no remaining 3,6-dibromopyridazine,Complete reaction;Naturally cool to room temperaturefilter,Layered filtrate,Take the organic phase and vortex it to zero fraction.Over neutral silica gel column,Intermediate 2-1 is obtained,HPLC purity 99.3%,Yield 61.2%;

17973-86-3, As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Xu Kai; Li Chong; Zhang Xiaoqing; Zhang Zhaochao; (45 pag.)CN107880028; (2018); A;,
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Some tips on 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 250 g (1 .05 mol) 3,6-dibromopyridazine in 1 .2 L 25% aqueous ammonia was heated to 100C at 11.7 bar overnight in an autoclave. After cooling, the precipitate was filtered off, washed with water and dried to give 137 g (75%) of the title compound. 1 H-NMR (DMSO-d6): delta= 6.58 (1 H), 6.69 (2H), 7.41 (1 H) ppm., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SIEMEISTER, Gerhard; BADER, Benjamin; WENGNER, Antje, Margret; MUMBERG, Dominik; KOPPITZ, Marcus; KLAR, Ulrich; KROEMER, Guido; VITALE, Ilio; JEMAA, Mohamed; WO2014/20041; (2014); A1;,
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Brief introduction of 17973-86-3

As the paragraph descriping shows that 17973-86-3 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

3,6-Dibromopyridazine (1.34g, 5.63mmol) was dissolved in acetonitrile (8ml), to this morpholine (0.74ml, 8.45mmol) and triethylamine (1.22ml, 8.45mmol) were added and the suspension was irradiated in the microwave to 1600C for 80 minutes. The sample was then extracted between water (100ml) and dichloromethane (100ml). The mixture was poured through a hydrophobic frit collecting the dichloromethane layer which was evaporated to as dry as possible. The sample was then purified by chromatography (4×1 Og of silica) eluting with 10% ethyl acetate/ dichloromethane to obtain the title compound (1.23g)1H-NMR (CDCl3) delta 3.59-3.61 (4H, m), 3.82-3.85 (4H, m), 6.79 (IH, d, /= 10), 7.35 (IH, d, J = 10). LC/MS m/z [MH+] 246 consistent with molecular formula C8H1081BrN3O, 17973-86-3

As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 17973-86-3

The synthetic route of 17973-86-3 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

A suspension of 3,6-dibromopyridazine and 4-hydroxypiperidine (1.5 equiv.) in isopropanol (2 M) was heated in microwave at 150 0C. After a period of 20 min., the crude residue was partitioned between ethyl acetate and water. The organic phase was separated, dried over MgSO4, filtered and evaporated under reduced pressure. The title compound was purified by flash chromatography eluting with 50% acetone in dichloromethane, 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2008/46226; (2008); A1;,
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Some tips on 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2 3-Bromo-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine As described for example 1, (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (2.46 g, 13 mmol) was converted using 3,6-dibromopyridazine instead of 3,6-dichloropyridazine to the title compound (3.99 g, 89%) as a white solid. MS: m/e=348.0/346.1 [M+H]+., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Buettelmann, Bernd; Jakob-Roetne, Roland; Knust, Henner; Thomas, Andrew; US2009/143385; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 17973-86-3

17973-86-3, As the paragraph descriping shows that 17973-86-3 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

Step 1: 3,6-Dibromopyridazine (500 mg, 2.1 mmol), 4-(3-methoxy-4-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)phenyl)-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazole (970 mg, 2.52 mmol), Pd(dppf)Ci2 (77 mg, 0.11 mmol), K2CO3 (870 mg, 6.3 mmol) were mixed in a Schlenk tube. The reaction was degassed with N2 for 15 min and dioxane (8 mL) and water (1 mL) were added and the reaction was heated to 90 C for 16 h. The reaction was cooled to room temperature, partitioned between EtOAc and water. The organic layers were dried over Na2S04, concentrated under vacuum, purified via column chromatography: eluting with gradient hexanes/EtOAc (0% to 40% EtOAc), column: silica 4 g, to provide 3-bromo-6-(2-methoxy-4-(l-(tetrahydro-2H-pyran- 2-yl)-lH-pyrazol-4-yl)phenyl)pyridazine (690 mg, 79%) as an off-white fluffy solid .

17973-86-3, As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; PTC THERAPEUTICS, INC.; BABU, Suresh; BHATTACHARYYA, Anuradha; HWANG, Seongwoo; JANI, Minakshi; MOON, Young-choon; SYDORENKO, Nadiya; (214 pag.)WO2017/100726; (2017); A1;,
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New learning discoveries about 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 8: 4-(6-Bromo-3-pyridazinyl)morpholine. 3,6-Dibromopyridazine (1.34g, 5.63mmol) was dissolved in acetonitrile (8ml), to this mo?holine(0.74ml, 8.45mmol) and triethylamine (1.22ml, 8.45mmol) were added and the suspension was irradiated in the microwave to 1600C for 80 minutes. The sample was then extracted between water(100ml) and dichloromethane (100ml). The mixture was poured through a hydrophobic frit collecting the dichloromethane layer which was evaporated to as dry as possible. The sample was then purified by chromatography (4* 10g of silica) eluting with 10% ethyl acetate/ dichloromethane to obtain the title compound (1.23g)1H-NMR (CDCl3) ? 3.59-3.61 (4H, m), 3.82-3.85 (4H, m), 6.79 (IH, d, J= 10), 7.35 (IH, d, J =10).LC/MS m/z [MH+] 246 consistent with molecular formula C8H1081BrN3O, 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22937; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 17973-86-3

17973-86-3, The synthetic route of 17973-86-3 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

[00207] To a solution of 3,6-dibromopyridazine (400 mg, 1.68 mMol, 1.0 eq.) in dry THF (19 ml_) at 10 C was added NaH (8.1 mg, 2.02 mMol, 1.2 eq., 60 % in mineral oil) and the reaction was stirred at 10 C for 10 min. A solution of (1-methyl-piperidin-4-yl)-methanol (239 mg, 1.85 mMol, 1.1 eq.) in dry THF (1 ml_) was added and the reaction was allowed to warm to RT and stirred at RT for 4.5 h then at 40 C for 16 h. The reaction was quenched with NaHCC>3 (aq.) and the THF removed under reduced pressure. The aqueous phase was extracted with ethyl acetate (3x) and the combined organic phases washed with brine, dried (MgSCU) and concentrated to give a white solid. The crude material was purified by silica column chromatography eluting with 0-10 % methanol/DCM to give the desired product as a white solid (183 mg, 0.64 mMol, 38 %). AnalpH9_MeOH_4MIN: Rt: 2.45 min, m/z 286.2/288.1 [M+H]+

17973-86-3, The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 17973-86-3

The synthetic route of 17973-86-3 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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

A MW vial was charged with 3,6-dibromopyridazine (383 mg, 1.610 mmol) and 4N NaOH (2.415 ml_, 9.66 mmol). The MW vial was sealed and the resulting mixture was heated up and stirred at 100C for 2 hr. The mixture was cooled down to 0C and AcOH was added. The product was extracted 4 times with CH2CI2. The combined organic layers were washed with water, 2N NaOH and 2N HCI, dried over MgS04, filtered and concentrated under reduced pressure to afford the title product (398 mg, 1.592 mmol, 99% yield) as colorless oil. Rt = 0.39 min (LC-MS); ESI-MS = 174.9/177.1 [M+1]+ (LC-MS)., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; ARISTA, Luca; CHAMOIN, Sylvie; D’ALESSANDRO, Pier Luca; LINDVALL, Mika; LIZOS, Dimitrios; STIEFL, Nikolaus Johannes; TEIXEIRA-FOUCHARD, Sylvie; ULLRICH, Thomas; WEILER, Sven; (151 pag.)WO2019/102256; (2019); A1;,
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Pyridazine | C4H4N2 – PubChem