Heterocyclic Building Blocks-Pyridazine

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

As the paragraph descriping shows that 38956-79-5 is playing an increasingly important role.

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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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.

A mixture of 4-(2-(difluoromethoxy)-3,6- difluorophenyl)piperidine (0.57 g, 2.165 mmol), 20% aqueous potassium carbonate (2.72 ml, 4.33 mmol) and 3,4,5-trichloropyridazine (0.397 g, 2.165 mmol) in dioxane (10 ml) was stirred at 90C for 2h. Hydrazine hydrate (0.799 g, 15.96 mmol) was added and the reaction mixture was stirred at 90 C for 16 h. The mixture was concentrated and the residue was diluted with ethyl acetate and saturated aqueous sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (4x 10 ml). The combined organic layers were washed with additional saturated aqueous sodium bicarbonate, and was used for next step. An aliquot was purified by Prep. HPLC on a Phenomenex-Luna 30 x 100mm S10 Axia column, using 20-80% methanol/water containing 0.1% TFA to give 4-chloro-5-(4-(2-(difluoromethoxy)-3,5- difluorophenyl)piperidin-l-yl)-3-hydrazinylpyridazine for characterization. XH NMR (400MHz, METHANOL-d4) delta 8.39 (s, 1H), 7.23 – 7.14 (m, 1H), 7.12 – 7.05 (m, 1H), 6.86 (t, j=74.0 Hz, 1H), 3.89 – 3.79 (m, 2H), 3.44 – 3.34 (m, 1H), 3.05 (t, j=12.4 Hz, 2H), 2.42 – 2.24 (m, 2H), 1.87 – 1.73 (m, 2H). LCMS: M+l = 405.9.

14161-11-6, The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
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5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5788-58-9, To a solution of 4,5-dibromo-2,3-dihydropyridazin-3-one (3500 g, 13.78 mol, 1.00 equiv) in DMF (30 L) was added sodium hydride (400 g, 16.56 mol, 1.20 equiv) in batches at 0 C. under nitrogen. The resulting solution was stirred for 1 h at RT followed by addition of [2-(chloromethoxy)ethyl]trimethylsilane (2500 g, 15.2 mol, 1.10 equiv) dropwise at 0 C. The reaction mixture was stirred for 2 h at RT. The reaction was then quenched by the addition of 30 L of water. The resulting solution was extracted with 3¡Á50 L of EtOAc and the organic layers combined. The organic layers were washed with 3¡Á30 L of brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 4.2 kg of title compound. LCMS: [M+H]+ 384.70.

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); 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 A: 3-Aminopyridazine This compound was prepared in a manner analogous to Example 2, Step A by the hydrogenation of 9.5 grams (0.073 mole) of commercially available 3-amino-6-chloropyridazine, in the presence of 3.7 grams (0.09 mole) of sodium hydroxide and 0.8 gram of 10% palladium on charcoal in ethanol. The yield of 3-aminopyridazine was 7.5 grams as a solid., 20744-39-2

As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Patent; FMC Corporation; US4735650; (1988); A;,
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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

4,5-dichloropyridazin-3-one (20.06 g, 122.3 mmol)And POCl3 (117 mL, 1280 mmol)The mixture was stirred at reflux for 3 hours.After the reaction,The mixture was cooled to room temperature.A mixed suspension of water and ice (100 mL) was then added.The resulting mixture was adjusted to pH = 10 with saturated aqueous Na 2CO 3.It was then extracted with EtOAc (250 mL x 3).The combined organic layers were washed with brine brine (250 mL)Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a white solid (17.80 g, yield: 79.3%)., 932-22-9

932-22-9 4,5-Dichloro-3(2H)-pyridazinone 73247, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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19064-67-6, 6-Chloro-3-hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A) 6-Chloro-2-(2-dimethylamino-ethyl)-2H-pyridazin-3-one:To a solution of 6-chloro-pyridazin-3-one (500 mg, 3.83 mmol) in 5 mL N,N- dimethylformamide was added 2-dimethylaminoethyl chloride hydrochloride (828 mg, 5.75 mmol), potassium carbonate (1.59 g, 11.5 mmol) and sodium iodide (632 mg, 4.21 mmol). The mixture was stirred over night at 65 0C. The solvent was evaporated. The crude product was purified by preparative HPLC using a gradient of acetonitrile / 5 % acetonitrile-water phase containing 0.1 M ammonium acetate, to give 174 mg of the desired sub-title product as light brown solids after freeze drying (22 % yield). 1H NMR (400 MHz, methanol-d4 as solvent and internal reference) delta (ppm) 2.35 (s, 6H), 2.82 (t, 2H, J = 6.4 Hz), 4.26 (t, 2H, J = 6.5 Hz), 6.9S (d, IH, J = 9.7 Hz), 7.44 (d, IH. J = 9.7 Hz)., 19064-67-6

The synthetic route of 19064-67-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2007/8144; (2007); A1;,
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5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1-[(2-tert-butylphenyl)methyl]piperazin-2-one (200 mg, 0.81 mmol, 1 equiv.) and 4,5-dibromo-2,3-dihydropyridazin-3-one (235.9 mg, 930 mmol, 1.2 equiv.) in DMA(5 mL, 53.78 mmol, 66.238 equiv.) was added DIEA(209.9 mg, 1.62 mmol, 2 equiv.) in portions at room temperature under nitrogen atmosphere. The resulting mixture was stirred for overnight at 100 degrees C under nitrogen atmosphere. The reaction was monitored by LCMS. The residue/crude product was purified by reverse phase flash with the following conditions (Column: C1880g; Mobile Phase A: Water(10 mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 40mL/min; Gradient: 40% B to 60% B in 15 min; 254 nm; Rt: 6.12 min) to afford 4- bromo-5-(3-oxo-4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl)-2,3-dihydropyridazin-3- one (150 mg, 44.92%) as a light yellow solid, 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
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35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3) N-ethyl 2-propoxy-5-bromobenzylamine hydrochloride 2 (5.17 g, 16.8 mmol) and 3-chloro-6-cyanopyridazine (2.65 g, 16.8 mmol) were dissolved in NMP (25 ml) and sodium hydrogen carbonate added (3.54 g, 42.1 mmol). The mixture was heated at 110 C. under argon for 7.5 hours and then allowed to cool to ambient temperature. The mixture was poured into ethyl acetate (200 ml) washed with water (5*200 ml) and brine (200 ml), the organic phase dried over MgSO4 and concentrated in vacuo. The residue was purified by MPLC (20%ethyl acetate/hexane) and then crystallized from ether/hexane to give the title product (4.80 g, 76%). MS (ESP): 272 (MH+), 227 (M-EtNH2)+. NMR (250 MHz, DMSO-d6) delta: 0.99 (t, J=6 Hz, 3H); 1.26 (t, J=7 Hz, 3H); 1.78 (m, 2H); 2.92 (q, J=7 Hz, 2H); 3.95 (t, J=6 Hz, 2H); 4.02 (s, 2H); 7.02 (d, J=8 Hz, 1H); 7.52 (dd, J=8, 2 Hz, 1H); 7.75 (d, J=2 Hz, 1H); 9.32 (brs, 2H)., 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

Reference£º
Patent; Zeneca Limited; US5994353; (1999); A;,
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Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

To a suspension of 19b (200 mg, 0.611 mmol), pyridazin-4-amine (58.1 mg, 0.611 mmol) and HATU (232 mg, 0.611 mmol) in DMF (5 mL) was added DIPEA (0.107 mL, 0.611 mmol). The mixture was stirred at room temperature for 16 hrs. The mixture was concentrated and then DCM (15 mL)/ H2O (15 mL) were added. The organic layer was separated and the water phase was extracted with DCM (10 mL¡Á3). The crude was purified by pre-HPLC (acid mobile phase) to give the title compound (23 mg, 0.043 mmol, 7.10 % yield) as a yellow solid. LCMS: 405 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 11.39 (s, 1H), 9.28 (br., 2H), 8.39 (d, J= 4.0 Hz, 1H), 7.40-7.54 (m, 4H), 7.29-7.38 (m, 4H), 5.23 (s, 2H), 4.02-4.16 (m, 3H), 3.65 (d, J= 6.8 Hz, 2H), 3.12-3.31 (m, 2H), 0.95 (d, J= 6.0 Hz, 3H). HRMS (ESI): m/z calcd for C23H24N4O3 [M+H]+ 405.1926, found [M+H]+ 405.1926., 20744-39-2

As the paragraph descriping shows that 20744-39-2 is playing an increasingly important role.

Reference£º
Article; Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 212 – 215;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

0495-1 ((Chloromethoxy)methyl)benzene (2.17 mL) was added to a mixture of 4,5-dichloropyridazin-3(2H)-one (2.00 g), 1,8-diazabicyclo[5.4.0]undeca-7-ene (1.85 mL), and N-methylpyrrolidone (24 mL) under ice-cooling, followed by stirring at room temperature for 1 hour. After water and ethyl acetate were added to the reaction mixture, the organic layer was collected by separation, washed sequentially with water and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure, thereby obtaining 2-((benzyloxy)methyl)-4,5-dichloropyridazin-3(2H)-one (2.82 g). MS m/z (M+H): 285.

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

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem