Category: pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

To a 0.5 – 2.0 mL microwave vial charged with (S)-5,5-dimethyl-4- phenyl-3-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)oxazolidin-2-one (Intermediate J) (0.240 g, 0.610 mmol) and 3,5-dichloropyridazine (commercially available from ACES Pharma, Princeton, NJ) (0.100 g, 0.671 mmol) were added dioxane (1.220 mL), and 2 M Na2C03 (1.220 mL). Nitrogen was bubbled through the resulting suspension and then Pd(PPh3)4 (0.071 g, 0.061 mmol) was added. The resulting mixture was irradiated at 100C for 30 minutes. LC-MS indicated the formation of product as a major species (two close peaks with product mass, likely isomers) along with other impurities with consumption of starting material. The dark suspension was diluted with water, transferred to a separatory funnel, and extracted with EtOAc (2x). The combined organic layers were dried with Na2S04, filtered, and dried under reduced pressure. The residual material was purified with a 40 g HP 15 muiotaeta spherical silica column (Interchim) ramping EtOAc in heptane from 0 – 100% leading to isolation of product (primarily one isomer) as the major species with 10- 15% impurity. (S)-3-(4-(5-Chloropyridazin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin- 2-one (0.058 g, 0.153 mmol, 25.02 % yield) was obtained as a white solid. Note: the regiochemistry of the product was not confirmed, but it was assumed that the major product would result from the more reactive chloride), m/z (ESI) 380.1 (M+H)+., 1837-55-4

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

Reference£º
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
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54709-94-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54709-94-3,5-Methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Step 7B: 6-Oxo-1,6-dihydropyridazine-4-carboxylic Acid To a stirred solution of the subtitle compound of Step 7A (4.4 g, 40 mmol) in concentrated sulphuric acid (80 mL), potassium dichromate (18 g, 61 mmol) was added in small quantities at 50-60 C. as a finely ground powder. The starting material was added to the mixture within 20 min. Stirring was continued for a further 10 min at 60 C., then the viscous green mixture was poured on crushed ice. The solid powder, which separated, was collected, washed with cold water and dried to give the subtitle compound (4.5 g, 77%).1H NMR (400 MHz, (CD3)2SO): delta 7.22 (s, 3H), 8.13 (s, 1H), 13.38 (s, broad, 1H).

As the paragraph descriping shows that 54709-94-3 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; US2009/111822; (2009); A1;,
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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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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;,
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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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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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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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Pyridazine | C4H4N2 – PubChem

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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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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Pyridazine | C4H4N2 – PubChem

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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem