Category: pyridazine

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 6 A suspension of 0.508 g (4.44 mmol) of compound 17 and 0.338 g (4.44 mmol) of thiourea in 18 mL of ethanol was heated at 90C for 2 h. After this time, the reaction mixture was cooled to room temperature and concentrated. To the residue was added 30 mL of water, followed by 0.235 g (2.22 mmol) of sodium carbonate and the resulting solution was extracted with four 25 mL portions of methylene chloride. The combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 0.34 g (68%) of compound 18 as a dark-yellow solid: MS: Calcd. for C4H5N2S (MH+), m/z = 113.0; found 113.0. Retention time: 1.56 min., 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WU, Wen-Lian; BURNETT, Duane, A.; WO2013/36464; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1632-76-4,3-Methylpyridazine,as a common compound, the synthetic route is as follows.

EXAMPLE 69 STR99 Preparation of 3-methyl-6-cyanopyridazine To a stirring solution of 3-methylpyridazine (11 g, 118 mmol) in dichloromethane (200 mL) was added AlCl3 (0.05 g) followed by trimethylsilylcyanide (21 g, 211 mmol). After 20 min, a solution of p-toluenesulfonyl chloride (38 g, 201 mmol) in dichloromethane (50 mL) was added via addition funnel and the solution continued to stir overnight. The next morning, the solvent was removed in vacuo and the residue was suspended in ethanol with stirring for 15 min and then filtered to give a white solid. The solid was dissolved in tetrahydrofuran (200 mL) and to this stirring solution was added 1,8-diazabicyclo[5.4.0]undec-7-ene (16 mL, 105 mmol). After 1 h, the solvent was removed in vacuo and the residue was partitioned between hexanes and saturated aqueous NH4 Cl. The phases were separated and the aqueous phase was basified with solid Na2 CO3, then extracted three times with ethyl acetate. The combined ethyl acetate phases were dried (MgSO4), filtered and concentrated in vacuo to give 9 g (64percent) of white solid., 1632-76-4

As the paragraph descriping shows that 1632-76-4 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5707966; (1998); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28682-70-4,Pyridazine-4,5-diamine,as a common compound, the synthetic route is as follows.

The mixture of intermediate 13 (4.6 g, 41.8 mmol, 1 eq.) and ethyl 2-oxoacetate (10.2 g, 50.1 mmol, 1.2 eq. 50% in toluene) in EtOH (240 ml) was stirred overnight at 80C. The solvent was removed under vacuum. The residue was reflux for 3 h in CH3CN, and then filtered to give pure intermediate 14 (3.07 g, yield 49.7%).

28682-70-4, As the paragraph descriping shows that 28682-70-4 is playing an increasingly important role.

Reference£º
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; DEMIN, Samuel Dominique; WO2014/114776; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

General procedure for chlorine substitution for different amines To a solution of 3,4,5-trichloropyridazine (1 eq) in MeOH (1 mL/mmol) was added dropwise a solution of the appropriate aminoalcohol (ex: 2-methylamino-ethanol) (3 eq) in MeOH (1 mL mmol) for 1h at RT. The solvent was removed in vacuo to give a brown oil which was purified by Biotage flash column chromatography (eluent: 70% EtOAc in cyclohexane to 100% EtOAc) to give the desired product (ex: 2-[(5,6-Dichloro-pyridazin-4-yl)-methyl-amino]-ethanol). Example: Synthesis of Intermediate 1-10 -pyridazin-4-yl)-methyl-amino]-ethanol: 1H NMR (300 MHz, CDCI3) delta 8.60 (s, 1H), 3.90 (t, J = 5.4 Hz, 2H), 3.72 (m, 2H), 3.20 (s, 3H).

14161-11-6, As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; BLANCO-APARICIO, Carmen; RODRIGUEZ-ARISTEGUI, Sonsoles; GOMEZ DE LA OLIVA, Cristina Ana; HERNANDEZ HIGUERAS, Ana Isabel; GONZALEZ CANTALAPIEDRA, Esther; AJENJO DIEZ, Nuria; WO2013/5057; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.38956-79-5,3-Hydrazinyl-6-methylpyridazine,as a common compound, the synthetic route is as follows.

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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20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Furan-2-carboxylic acid pyridazin-4-ylamide (example 11.31 )2.00 g (17.8 mmol) of furan-2-carboxylic acid were suspended in 25 ml. of toluene and one drop of dimethylformamide was added to the mixture. 1 .95 ml of thionylchlo- ride (26.8 mmol) were added at room temperature and the reaction mixture was stirred at 80 C for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml of dichloro- methane and the solution was added dropwise to a solution containing 1 .70 g of pyri- dazin-4-yl-amine (17.8 mmol) and 2.73 ml of triethyl amine (19.6 mmol) in 20 ml of di- chloromethane. The mixture was stirred at room temperature for 2 days and washed twice with water. The organic layer was dried over Na2S04, filtered and the solvent was removed under vaccum to give the title compound as a brown solid (1 .9 g, 54%, 95% purity). HPLC-MS: r.t. 1 .146 minutes, m/z [M+H+]189.9

20744-39-2, 20744-39-2 Pyridazin-4-amine 298492, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BASF SE; LE VEZOUET, Ronan; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; ANSPAUGH, Douglas D.; CULBERTSON, Deborah L.; WO2011/117198; (2011); A2;,
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14161-11-6, 3,4,5-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,14161-11-6

To a solution of Intermediate I-09 (1.6 g, 8.72 mmol) in CH3CN (50 mL) was added a solution of Intermediate I-04 (2.04 g, 17.44 mmol) in CH3CN (50 mL). The reaction mixture was stirred at rt for 24 h, at 50C for 10 h, and at rt for 2 days. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (Biotage, cHex/EtOAc 80:20 to 0:100) to afford Intermediate 1-13 (1.20 g, 52%).HPLC-MS (method 4): Rt= 3.78 min, [M+H]+ m/z 264.1H NMR (300 MHz, CDCI3) delta 8.78 (s, 1H), 3.52 (s, 2H), 3.26 (s, 2H), 3.23 (s, 3H), 0.85 (s, 6H).

As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); MCNEENEY, Stephen, Phillip; PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALES, Sonia; MARTIN HERNANDO, Jose Ignacio; RODRIGUEZ HERGUETA, Antonio; RICO FERREIRA, Maria del Rosario; BLANCO APARICIO, Carmen; WO2013/4984; (2013); A1;,
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141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of tert-butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate To a solution of 3,6-dichloropyridazine (Sigma-Aldrich, St. Louis, Mo.) (57.3 g, 385 mmol) in 1,4-dioxane (250 mL) were added tert-butyl piperazine-1-carboxylate (Sigma-Aldrich) (71.6 g, 358 mmol) and N,N-diisopropylethylamine (66.9 mL, 385 mmol). The mixture was stirred overnight at 80 C. then concentrated under reduced pressure. The residue was dissolved in ethyl acetate (3 L) and washed with 10% citric acid, water, and brine. The organic layer was concentrated and the residue was re-crystallized in ethyl acetate to provide tert-butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate as an off-white solid (101 g, 88% yield). 1H NMR (400 MHz, CDCl3) delta ppm 1.25 (9H, s), 3.26-3.47 (8H, m), 6.67 (1H, d, J=9.6 Hz), 7.00 (1H, d, J=9.6 Hz); MS (ESI) m/z: 299.0 [M+H]+.

141-30-0, The synthetic route of 141-30-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; DU, Zhimei; MCCARTER, John Douglas; REDDY, Pranhitha; SNOWDEN, Andrew William; MCGEE, Lawrence R.; ALLEN, John Gordon; TREIBER, David Lawrence; KEEGAN, Kathleen; LI, Zhihong; US2015/353542; (2015); 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

Example 104- Bromo-5-methyl-2-[(phenylmethyl)oxy]-N-4-pyridazinylbenzamide (E10)4- Aminopyridazine (53.3 mg, 0.56 mmol), diisopropylethylamine (0.16 ml, 0.93 mmol) and HATU (266 mg, 0.70 mmol) were added to a solution of 4-bromo-5-methyl-2- [(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 12; 150 mg, 0.47 mmol) in N,N-dimethylformamide (3 ml). The mixture was stirred overnight. The solid was filtered and washed with water (2 ml) and methanol (3 ml) to give the product as a white solid (80 mg). A 2nd crop was obtained (33 mg). The crops were combined to yield the title compound as a white solid. 113 mg.MS (electrospray): m/z [M+H]+ 398/4001 H NMR (DMSO-de): 2.34 (3 H, s), 5.25 (2 H, s), 7.25 – 7.41 (3 H, m), 7.48 (2 H, dd, J=7.67, 1.53 Hz), 7.57 (1 H, s), 7.64 (1 H, s), 7.99 (1 H, dd, J=5.92, 2.63 Hz), 9.05 (1 H, dd, J=5.92, 1.10 Hz), 9.20 (1 H, dd, J=2.74, 0.99 Hz), 10.73 (1 H, s)

20744-39-2, 20744-39-2 Pyridazin-4-amine 298492, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
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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, General procedure: Isopropylmagnesium chloride (2.0 M solution in THF, 6.23 mL, 12.5 mmol) was added to a solution the amine(13.0 mmol) in THF (90 mL). After stirring for several minutes, the solution was quickly transferred to a flask containing (2S,4S)-methyl 1-(4-((5-cyclopropyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)-4-fluoropyrrolidine-2-carboxylate (2.59 mmol). The reaction was stirred overnight at rt, then quenched with sat aq NH4Cl (150 mL). The mixture was extracted with EtOAc (150 mL), and the organics were washed with water (3 ¡Á 150 mL), dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified via a silica gel column (0-35% 90:10:1 [CH2Cl2/MeOH/NH4OH]/CH2Cl2), then by preparative HPLC (Waters Atlantis 30 ¡Á 100 mm, 0-70% 9:1 [MeOH/H2O 0.1% TFA]/1:9 [MeOH/H2O 0.1% TFA]). Product-containing fractions were concentrated on a Waters Oasis MCX cartridge, rinsed with MeOH, then eluted with 2 N NH3/MeOH. The eluent was concentrated in vacuo to obtain the desired product.

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

Reference£º
Article; Ross-Macdonald, Petra; De Silva, Heshani; Patel, Vishal; Truong, Amy; He, Aiqing; Neuhaus, Isaac; Tilford, Charles; Ji, Ruiru; Siemers, Nathan; Greer, Ann; Carboni, Joan; Gottardis, Marco; Menard, Krista; Lee, Frank; Dodier, Marco; Frennesson, David; Sampognaro, Anthony; Saulnier, Mark; Trainor, George; Vyas, Dolatrai; Zimmermann, Kurt; Wittman, Mark; Bioorganic and Medicinal Chemistry; vol. 20; 6; (2012); p. 1961 – 1972;,
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