Heterocyclic Building Blocks-Pyridazine

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of pyridazine (250 mg, 3.12 mmol) and (R)-3-(4-bromophenyl)-N-methoxy- N-methyl-3-o-tolylpropanamide (1.81 g, 4.99 mmol) in THF (10 mL) was added zinc iodide (996 mg, 3.12 mmol). The suspension was stirred for 10 min. at ambient temperature. The reaction mixture was cooled to -78 C, then N”‘-(l,l-dimethylethyl)-N,N’,N”-tris[tris(dimethyl- amino)phosphoranylidene]-phosphorimidic triamide solution (“Schwesinger P4 base”; 1 M in hexane 4.68 mL, 4.68 mmol) was added. The reaction mixture was allowed to reach room temperature over 16 h, then partitioned between sat. aq. ammonium chloride solution and dichloromethane. The organic layer was dried over magnesium sulfate, filtered, and evaporated. Chromatography (Si02; heptane-ethyl acetate gradient) produced the title compound 30 mg, 3%), while the most of the starting material was recovered (1.51 g, 83%). Light yellow gum, MS: 381.1 [M+H]+., 289-80-5

The synthetic route of 289-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DEHMLOW, Henrietta; MARTIN, Rainer E.; MATTEI, Patrizio; OBST SANDER, Ulrike; RICHTER, Hans; WO2013/72265; (2013); A1;,
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20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: N-(4-pyridazinyl)-N’-(1-methylethyl)urea To a stirred solution of 2.3 grams (0.024 mole) of 4-aminopyridazine (prepared as in Example 1, Step A) and 0.5 gram (0.004 mole) of 1,4-diazabicyclo[2.2.2]octane in 20 ml of dimethylformamide is added dropwise 3.3 ml (0.033 mole) of (1-methylethyl) isocyanate. Upon completion of addition the reaction mixture is stirred at ambient temperature for two days. The reaction mixture is concentrated under reduced pressure and the solid residue dried at 60-70 C. The solid is stirred with ethanol and collected by filtration to yield 1.9 grams of N-(4-pyridazinyl)-N’-(1-methylethyl)urea; m.p. 206-209 C. then 266-269 C. The nmr spectrum is cnsistent with the proposed structure., 20744-39-2

The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FMC Corporation; US4728355; (1988); A;,
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38956-79-5, 3-Hydrazinyl-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of corresponding hydrazinylpyridazine 1 or 5 (1 mmol) and aldehyde 2 (1.1 mmol) in ethanol (5 mL) was heated at 60 C for 0.5 h. The formation of hydrazone was checked by TLC and the reaction mixture was cooled to rt. Oxone (1.5 mmol) was added to the mixture at rt followed by tetramethyl ammonium bromide (0.2 mmol) and the resulting mixture was heated at 60 C for another 5 h. The mixture was cooled to rt and extracted with dichloromethane (2 ¡Á 25 mL), dried over anhydrous sodium sulfate and concentrated to obtain a residue which was purified by column chromatography using hexane/ethyl acetate as eluent to furnish the desired triazolopyridazines 4 and 7 (See reference no; 7 for supporting information)., 38956-79-5

38956-79-5 3-Hydrazinyl-6-methylpyridazine 12379804, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Ruso, Jayaraman Sembian; Rajendiran, Nagappan; Srinivas, Chowdappa; Murthy, Konappa Narasimha; Soumya, Krishnamurthy; Journal of the Korean Chemical Society; vol. 58; 4; (2014); p. 377 – 380;,
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15456-86-7, 4-Bromo-1,2-dihydropyridazine-3,6-dione is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Essentially as previously described (/. Neuroinflamm. 2007, 4, 21 ; herein incorporated by reference in its entirety), compound 1-1 (2 g, 10.4 mmol, 1 eq) and pyridin-4-yI boronic acid (14,3 mmol, 1.76 g, 1.37 eq) were suspended in dimeihoxyeihane and water (10: 1 v/v) in a heavy wall pressure vessel and purged with argon for 15 min. Tetrakis(triphenylphosphine)palladium (0.1 eq) and sodium carbonate (3eq) were added, the vessel immediately capped, the reaction mixture heated (1 10 C ) for 18 h, then cooled to ambient temperature and subjected to filtration on a medium frit sintered glass funnel containing Ceiite 545. The filtrate was concentrated in vacuo and the concentrate triturated with hexane. The yellow product 1 -2 (2.2 g) exhibited a mass (ESI) of m/z (MeOH) =190.06 (MET), and was taken to the next step without further purification., 15456-86-7

As the paragraph descriping shows that 15456-86-7 is playing an increasingly important role.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; ARANCIO, Ottavio; WATTERSON, Daniel, Martin; PELLETIER, Jeffrey, Claude; ROY, Saktimayee, Mitra; WO2014/145485; (2014); A2;,
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1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

131.1 3-chloro-5-methoxypyridazine To a solution of 3,5-dichloropyridazine (300 mg) in MeOH (2 mL) was added a 5.4 M solution of sodium methoxide in MeOH (0.410 mL) and the reaction mixture was stirred for 1 h at 90 C. It was quenched with H2O and extracted with EtOAc. The organic phase was washed with a 5% solution of KHSO4, a sat. solution of NaHCO3 and brine, dried over MgSO4 and concentrated in vacuo to give the crude titled compound as an orange solid. 1H NMR ((CD3)2SO) delta: 9.01 (d, J=2.4 Hz, 1H), 7.55 (d, J=2.4 Hz, 1H), 3.96 (s, 3H), 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
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65202-50-8, Methyl 6-chloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65202-50-8, In a nitrogen atmosphere, a mixture of methyl 6-chloropyridazine-3-carboxylate (900 mg), 4-methoxy-4-(4-(pentafluorosulfanyl)phenyl)piperidine hydrochloride (2.030 g), potassium carbonate (3604 mg), TBAI (385 mg) and dehydrated THF (80 mL) was stirred overnight at 80¡ãC. The mixture was poured to water at room temperature, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over magnesium sulfate and then concentrated. The obtained residue was crystallized from ethyl acetate and hexane to obtain the title compound (2.25 g). MS: [M+H]+ 454.0

The synthetic route of 65202-50-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; IMAMURA Keisuke; TOMITA Naoki; ITO Yoshiteru; ONO Koji; MAEZAKI Hironobu; NII Noriyuki; (123 pag.)EP3118200; (2017); A1;,
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504-30-3, Pyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of the product from Example 1E (500 mg, 1.87 mmol), 3(2H>pyridazinone (180 mg, 1.87 mmol), copper powder (120 mg, 1.87 mmol), and K2CO3 (775 mg, 5.61 mmol, 3 equiv.) in pyridine (75 ML) was stirred at reflux under a dry nitrogen atmosphere for 20 hr.The reaction mixture was cooled to room temperature then concentrated under reduced pressure.Residual pyridine was removed by repeated evaporation with toluene.The residue was partitioned between ethyl acetate (350 ML) and saturated aqueous Na2CO3.The organic layer was washed twice with aqueous NH4Cl, dried (MgSO4), filtered, and the filtrate was concentrated under reduced pressure.The residue was purified by column chromatography (75:25 ethyl acetate/hexane) to provide the title compound. 1H NMR (CDCl3, 300 MHz) delta 8.11 (d, J=2 Hz, 1H), 7.97-7.93 (m, 1H), 7.88 (t, J=9 Hz, 2H), 7.75-7.68 (m, 2H), 7.41 (dd, J=2, 12 Hz, 1H), 7.31-7.24 (m, 1H), 7.10 (dd, J=2, 12 Hz, 1H), 3.97 (t, J=6 Hz, 2H), 3.06 (t, J=6 Hz, 1H). MS (DCl-NH3) [M+H]+ at 267, [M+NH4]+ at 284., 504-30-3

504-30-3 Pyridazin-3(2H)-one 68153, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-Jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Sharma, Padam N.; Bennani, Youssef L.; US2004/92521; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1211591-88-6,5-(Trifluoromethyl)pyridazin-3-amine,as a common compound, the synthetic route is as follows.

82 mg of 5-(trifluoromethyl)pyridazin-3-amine was dissolved in 5 ml of chlorobenzene, and 20 mg of 2-bromo-1-[3-(ethylsulfonyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]ethanone was added at room temperature. After the addition, the reaction mixture was stirred under reflux with heating for 3 hours. After the reaction, the reaction mixture was mixed with 10 ml of a 1M sodium hydroxide aqueous solution and extracted with ethyl acetate (10 ml*2). The obtained organic layer was dehydrated with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by preparative medium pressure liquid chromatography using n-hexane/ethyl acetate (with a gradient of from 10:0 to 0:10) as the eluent to obtain 142 mg of the desired product as a brown solid. Melting point: 214-218 C. 1H-NMR (CDCl3): delta9.40 (d, J=7.5 Hz, 1H), 8.94 (s, 1H), 8.58 (d, J=2.0 Hz, 1H), 8.34-8.30 (m, 1H), 8.11-8.09 (m, 1H), 7.24 (dd, J=7.5, 2.0 Hz, 1H), 3.79 (q, J=7.4 Hz, 2H), 1.36 (t, J=7.4 Hz, 3H)., 1211591-88-6

1211591-88-6 5-(Trifluoromethyl)pyridazin-3-amine 67123099, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Nissan Chemical Industries, Ltd.; KUDO, Takao; MAIZURU, Yukihiro; TANAKA, Ayano; NOTO, Kenkichi; MATSUI, Hiroto; KOBAYASHI, Masaki; (260 pag.)US2018/22760; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.289-80-5,Pyridazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of spirocyclopropenes 1a-c (25 mmol) in 100 mL freshly dried ether at room temperature was added under dry N2 and in absence of light, substituted pyridazines 2a-d (26 mmol). The mixture was stirred at room temperature for 24 h (TLC-monitored). The ether was removed under reduced pressure and the pure products were obtained after being subjected at least twice to column chromatography on silica gel using dichloromethane as eluent to afford the photochromic products 3a-f in low to moderate yields. Experimental details and full characterizations of the new synthesized DHIs 3a-f are described below:, 289-80-5

As the paragraph descriping shows that 289-80-5 is playing an increasingly important role.

Reference£º
Article; Ahmed, Saleh A.; Hozien, Zeinab A.; Abdel-Wahab, Aboel-Magd A.; Al-Raqa, Shaya Y.; Al-Simaree, Abdulrahman A.; Moussa, Ziad; Al-Amri, Saleh N.; Messali, Mouslim; Soliman, Ahmed S.; Duerr, Heinz; Tetrahedron; vol. 67; 37; (2011); p. 7173 – 7184;,
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88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,88497-27-2

To a mixture comprising 285 g (1638 mmol) 6-bromopyridazin-3-amine which was prepared according to intermediate example 1 h,275 g (3276 mmol) NaHC03 and 2815 mL MeOH was dropwise added 85 mL (1638 mmol) bromine at rt and it was stirred at rt overnight. After further addition of 34 mL (655 mmol) bromine and 55 g (655 mmol) NaHC03,the mixture was stirred overnight again. The solvent was reduced to about 1000 mL and the mixture was poured on 5 L of water. The precipitate was filtered off, washed with water and dried give 411 g (99%) of the title compound. 1 H-NMR (CDCls): delta= 6.14 (1 H), 9.92 (2H) ppm.

The synthetic route of 88497-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; WENGNER, Antje Margret; NEUHAUS, Roland; SIEMEISTER, Gerhard; BRUeNING, Michael; WO2014/131739; (2014); A2;,
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