Heterocyclic Building Blocks-Pyridazine

1632-76-4, 3-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A) 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

The synthetic route of 1632-76-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5710130; (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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

To a stirred solution of pyridazin-3-amine (2.9g, 30.5mmol) and pyridine (7.4 mL, 91.5mmol) in THF (40mL) and DMA (20mL) was added 2,2,2-Trichloroethyl chloroformate (6.31mL, 45.7mmol) at 0C dropwise. The mixture was stirred at 0C for 1.0h, poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was recrystallized from EtOAc-hexane to give 23 (3.76g, 46%) as an off-white crystals 1H NMR (300MHz, CDCl3) delta: 4.88 (2H, s), 7.50-7.55 (1H, m), 8.25-8.28 (1H, m), 8.74 (1H, br s), 8.95-8.97 (1H, m)., 5469-70-5

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

Reference£º
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
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51355-94-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51355-94-3,6-Bromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

6-Bromopyridazin-3(2h)-one (0.57 mmol), triphenylphosphine (1.14 mmol), and di-tert-butyl azodicarboxylate (0.855 mmol) were placed in a vial and dissolved in dichloromethane. N,N-dimethylethanolamine (0.684 mmol) was added at once. After stirring overnight, the reaction was concentrated. The residue was purified by ISCO silica flash chromatography using a dichloromethane:methanol solvent system. The desired product eluted at 8% methanol. Fractions containing the desired product were concentrated to give 6-bromo-2-(2-(dimethylamino)ethyl)pyridazin-3(2H)-one as a white solid (60 mg, 42%).

As the paragraph descriping shows that 51355-94-3 is playing an increasingly important role.

Reference£º
Patent; OHIO STATE INNOVATION FOUNDATION; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; HODGETTS, Kevin; LIN, Chien-Liang, Glenn; (0 pag.)WO2019/236625; (2019); A1;,
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20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method CS-CG-lodo-pyridazin-S-vD-Q-methyl-Q-aza-bicvclofS.S.I Inonane free base(Intermediate Compound) A mixture of 9-methyl-3,9-diazabicyclo[3.3.1]nonane (4.0 g, 28.5 mmol), 3,6-diiodopyridazine (9.5 g, 28.5 mmol), diisopropylethylamine (7.4 g, 57.0 mmol) and dioxane (50 ml) was stirred at 75C for 4 days. Aqueous sodium hydroxide (75 ml, 1 M) was added, dioxane was evaporated and the mixture was extracted twice with dichloromethane (2 x 75 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1 % aqueous ammonia as solvent gave the title compound. Yield 4.61 g (47%). Mp 163-166C.

20698-04-8, 20698-04-8 3,6-Diiodopyridazine 250383, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROSEARCH A/S; WO2009/150139; (2009); A2;,
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19064-64-3, 3,6-Dichloro-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 20 ml microwave flask 3,6-dichloro-4-methylpyridazine (2.30 g, 14.11 mmol) and a 7 M solution OfNH3 in methanol (10.08 ml, 70.6 mmol) were added and heated at 140 C for 4 h under microwave irradiation. After this time the dark brown solution was evaporated and columned on silica gel (flash master, DCM/MeOH form 100/0 to 80/20). Collected fractions gave (0.91 g, 6.33 mmol, 45%) of a 2/1 mixture of 6-chloro-5-methyl-3- pyridazinamine and 6-chloro-4-methyl-3-pyridazinamine. This material was recrystallized from EtOAc: from the first run 6-chloro-4-methyl-3-pyridazinamine (D4) (0.136 g, 0.95 mmol) was obtained. HPLC (walk-up): rt = 1.21 min. MS: (ES/+) m/z: 287 [dimer+1, 100%] and 289 [dimer+1, 66%]. C5H6ClN3 requires 144. UPLC: rt = 0.33, peak observed: 144 (M+ 1, 100%) and 146 (M+l, 33%). 1H NMR (400 MHz, DMSO-J6) delta ppm: 6.74 (s, 1 H) 6.47 (s, 2 H) 2.18 (s, 3 H). The mother liquors were taken and recrystallized with EtOAc other 3 times to give 6-chloro-5-methyl-3-pyridazinamine (0.136 g, 0.95 mmol). HPLC (walk-up): rt = 0.74 min. MS: (ES/+) m/z: 166 [M+Na, 100%] and 168 [M+Na, 33%]. C5H6ClN3 requires 144. UPLC: rt = 0.32, peak observed: 144 (M+l, 100%) and 146 (M+l, 33%). 1H NMR (400 MHz, DMSO-J6) delta ppm: 7.30 (s, 1 H) 6.44 (s, 2 H) 2.08 (s, 3 H).

19064-64-3, The synthetic route of 19064-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ALVARO, Giuseppe; AMANTINI, David; BELVEDERE, Sandro; WO2010/60472; (2010); A1;,
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28682-70-4, Pyridazine-4,5-diamine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0463] Example 17 [0464] Synthesis of N-cyclopropyl-3-(4-(2,4-difluorobenzyl)piperazin-l-yl)pyrazino[2,3- d]pyridazin-2-amine, 2,2,2-trifluoroacetic acid salt [0465] Step 1 : pyrazino[2,3-d]pyridazine-2,3(lH,4H)-dione [0466] A solution of pyridazine-4,5-diamine (200 mg, 1.816 mmol), oxalic acid (196 mg, 2.179 mmol) and aq hydrogen chloride (2.7 mL, 10.90 mmol, 4.0 N) was heated at reflux for 20 h. The reaction mixture was cooled to RT and the resulting precipitate was filtered, washed with water and dried under vacuum to afford the title compound as a white solid.

28682-70-4, 28682-70-4 Pyridazine-4,5-diamine 14219879, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ENVOY THERAPEUTICS, INC.; HITCHCOCK, Stephen; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; KIKUCHI, Shota; MACKLIN, Todd; HOPKINS, Maria; WO2014/28479; (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.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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1121-79-5, 3-Chloro-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the commercially available starting material 101 in CHCI3, trichloroisocyanuric acid (TCCA) was added at 60C. Then the solution was stirred for 1.5 hrs, cooled, and filtered with HiFlo-Celite. The filtrate was concentrated and dried with vacuum. The yield was 5.037 g of compound 102.

1121-79-5, The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; RAY, Adrian S.; WATKINS, William J.; LINK, John O.; OLDACH, David W.; DELANEY, IV, William E.; WO2013/40492; (2013); A2;,
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932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,932-22-9

4,5-dichloropyridazin-3(2H)-one (2.0 g, 12.12 mmol), benzyl bromide (1.586 ml, 13.34 mmol), and potassium carbonate (2.178 g, 15.76 mmol) were dissolved in DMF (6 mL). The mixture was heated to 50C in an oil bath and stirred o/n. The reaction was diluted with H2O (50 mL) and extracted with EtOAc (50 mL). The aqueous layer was extracted again with EtOAc (50 mL). The combined organic portions were washed once with H2O (100 mL). The resulting organic layer was dried and concentrated to yield a precipitate that was triturated with Et2O/Hexanes (3:1), filtered, and dried.

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Article; Tran, Thuy-Anh; Shin, Young-Jun; Kramer, Bryan; Choi, Juyi; Zou, Ning; Vallar, Pureza; Martens, Peter; Douglas Boatman; Adams, John W.; Ramirez, Juan; Shi, Yunqing; Morgan, Michael; Unett, David J.; Chang, Steve; Shu, Hsin-Hui; Tung, Shiu-Feng; Semple, Graeme; Bioorganic and Medicinal Chemistry Letters; vol. 25; 5; (2015); p. 1030 – 1035;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

934-26-9, 6-Chloro-3-hydrazinylpyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

934-26-9, A MW vial was charged with 6-chloro-3-hydrazinylpyridazin-4-amine (Stepi 12.2) (475 mg, 2.98 mmol) and potassium acetate (467 mg, 4.76 mmol) in AcOH (5 mL). The MW vial was sealed and the resulting mixture was heated up and stirred at 170¡ãC for 4 hr. The reaction was cooled down to RT and concentrated under reduced pressure. The crude product was purified by silicagel column chromatography (NH3 1percent/CH2CI2/MeOH 1-3percent) to afford the title product (450 mg,2.451 mmol, 82percent yield). tR. 2.32 mm (HPLC 1); tR. 0.55 mm (LC-MS 2); ESl-MS: 184 [M+H] (LC-MS 2); ESl-MS: 182 [M-H] (LC-MS 2); R = 0.45 (CH2CI2/MeOH 9:1).

The synthetic route of 934-26-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191896; (2014); A1;,
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