Heterocyclic Building Blocks-Pyridazine

504-30-3, Pyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17; 2-f4-((1R.2R)-2-ir(2SV2-MethylPyrrolidin-1-vnmethyl)cvclopropyhphenvnpyridazin-; A solution of the product from Example 4A (47 mg, 0.16 mmol;1-[2-(4- bromo-phenyl)-(1 R, 2R)-cyclopropylmethyl]-(2S)-2-methyl-pyrrolidine), 3(2H)- pyridazinone (CAS No. 504-30-3, 20 mg, 0.2 mmol), copper iodide (1.5 mg, 0.008 mmol), N.N’-trans-dimethyl-cyclohexane-i^-diamine (2.3 mg, 0.016 mmol) and potassium phosphate (75 mg, 0.35 mmol) in a mixture of toluene and isopropanol (4 ml, 1:1) was heated to 1100C in a screw capped vial for 16 hours. The mixture was cooled to ambient temperature, treated with H2O and extracted with ethyl acetate (2 x 25 ml_). The organic layer was separated, washed with brine and dried with magnesium sulfate. After filtration, the organic layer was concentrated under reduced pressure and the resulting oil was purified on silica gel with 1 % to 3% methanol (containing 10 % concentrated NH4OH) in dichloromethane to provide the title compound. 1H NMR (300 MHz, CD3OD) delta 1.07 (m. 1H), 1.14 (m, 1H), 1.26 (d, J=6 Hz1 3H), 1.40 (m, 1H), 1.58 (m, 1H), 1.90(m, 3H), 2.13 (m, 1H), 2.58 (m, 1H), 2.70 (q, J=9 Hz, 1H), 2.89 (m, 1H), 3.14 (dd. J=12 Hz, J=6 Hz1 1H), 3.44 (m, 1 H), 7.07 (d, J=9 Hz, 1 H)1 7.24 (d, J=9 Hz1 2H), 7.44 (d, J=9 Hz, 2H), 7.47 (m, 1H), 8.03 (m, 1H). MS (DCI-NH3) m/z 310 (M+H)+., 504-30-3

As the paragraph descriping shows that 504-30-3 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; WO2007/150010; (2007); 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.

3,6-Dibromopyridazine (1.34g, 5.63mmol) was dissolved in acetonitrile (8ml), to this morpholine (0.74ml, 8.45mmol) and triethylamine (1.22ml, 8.45mmol) were added and the suspension was irradiated in the microwave to 1600C for 80 minutes. The sample was then extracted between water (100ml) and dichloromethane (100ml). The mixture was poured through a hydrophobic frit collecting the dichloromethane layer which was evaporated to as dry as possible. The sample was then purified by chromatography (4×1 Og of silica) eluting with 10% ethyl acetate/ dichloromethane to obtain the title compound (1.23g)1H-NMR (CDCl3) delta 3.59-3.61 (4H, m), 3.82-3.85 (4H, m), 6.79 (IH, d, /= 10), 7.35 (IH, d, J = 10). LC/MS m/z [MH+] 246 consistent with molecular formula C8H1081BrN3O, 17973-86-3

As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
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51355-94-3, 6-Bromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 250-mL round-bottom flask was placed a solution of 2- chloro-N-[4-(trifluoromethyl)phenyl]propanamide (3 g, 11.92 mmol, as prepared in Example 1, step A) in acetone (120 mL) then K2CO3 (4.93 g, 35.67 mmol) and 6-bromo-2,3-dihydropyridazin-3-one (2.48 g, 14.17 mmol) were added. The reaction was heated to reflux for 16 h then the solids were filtered out and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography eluting with EtOAc/petroleum ether (1:20 up to 1: 1) affording 3.8 g (82%) of the title compound as a white solid. Mass Spectrum (LCMS, ESI pos): Calcd. for Ci4Hi2BrF3N302+: 390.0 (M+H); Found: 390.0., 51355-94-3

The synthetic route of 51355-94-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; PARKS, Daniel; MUNOZ, Benito; (66 pag.)WO2018/81378; (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.5788-58-9,4,5-Dibromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

5788-58-9, A mixture of 25 g (0.1 mol) of 4,5-dibromo-3 (2H) -pyridazinone, 93 g (0.5 mol) of tributylamine,(HFC-23) at room temperature, and the mixture was stirred at 80 C, and the reaction was carried out. After the reaction was followed by thin layer chromatography, the reaction mixture was cooled with 10 ml of methylene chloride And purified by column chromatography (the stationary phase was silica gel GF254, eluent ethyl acetate / petroleum ether V / V = 1: 1) to give 17.2 g of a white solid product as a white powder,Yield 90%.

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

Reference£º
Patent; Pei, Qing; (6 pag.)CN106083731; (2016); A;,
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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

General procedure: Aniline (62mul, 0.68 mmol), 2,4-dichloropyridine (100 mg, 0.68 mmol), cesium carbonate (442 mg, 1.36 mmol), xantphos (47 mg, 0.08 mmol) and Pd(OAc)2 (12 mg, 0.05 mmol) were combined in a microwave tube, sealed and purged with nitrogen. Dioxane (3 mL) was then added and the reaction solution degassed with nitrogen prior to heating at 100C for 30 minutes. The reaction mixture was then filtered and the filtrate was purified by reverse phase chromatography, utilizing a 20-65% gradient over 9 mins, with 0.5% ammonia as modifier to afford 4-chloro-N-phenyl-pyridin-2-amine, 20744-39-2

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

Reference£º
Article; Burton, Rebecca J.; Crowther, Mandy L.; Fazakerley, Neal M.; Fillery, Shaun M.; Hayter, Barry M.; Kettle, Jason G.; McMillan, Caroline A.; Perkins, Paula; Robins, Peter; Smith, Peter M.; Williams, Emma J.; Wrigley, Gail L.; Tetrahedron Letters; vol. 54; 50; (2013); p. 6900 – 6904;,
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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

General procedure: Under an atmosphere of nitrogen, a 25 mL dry Schlenk flask was placed with Cu(acac)2 (1.6 mg, 0.01 mmol) and ligand A (2.6 mg, 0.012 mmol). Anhydrous MeOH (1.0 mL) was added, and the mixture was magnetically stirred at 20 C for 15 min. Then a solution of 1-phenylprop-2-yn-1-yl acetate 2a (0.24 mmol), 2-aminopyridine 1a (0.2 mmol) and diisopropylethylamine (0.07 mL, 0.4 mmol) in MeOH (0.5 mL) were added dropwise. The reaction flask was kept at room temperature for 6 h. After 1a was completely consumed as monitored by TLC, H2O (10 mL) was added to quench the reaction. The resulting mixture was then extracted three times with diethyl ether (10 mL*3). The combined organic layer was dried over Na2SO4. After evaporation of the volatile solvent under reduced pressure, the residue was purified by flash chromatography on silica gel to afford pure 3a (39 mg, 0.19 mmol) as a brown oil in a yield of 94%., 5469-70-5

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

Reference£º
Article; Cheng, Cang; Ge, Luo; Lu, Xuehe; Huang, Jianping; Huang, Haocheng; Chen, Jie; Cao, Weiguo; Wu, Xiaoyu; Tetrahedron; vol. 72; 43; (2016); p. 6866 – 6874;,
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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- dichloro-2-methyl-pyridazin-3-one To a stirred solution of 4,5-dichloro-lH-pyridazin-6-one (25.0 g, 152 mmol) in N,N-dimethylformamide (152 ml) was added potassium carbonate (25.4 g, 182 mmol) and iodomethane (25.8 g, 182 mmol, 11.3 ml). The resulting mixture was stirred at room temperature overnight. The reaction mixture was then poured onto ice-water (300ml) and the mixture stirred for 15 mins. The resulting precipitate was collected by filtration, then dissolved in dichloromethane and passed through a phase separation cartridge. The organics were concentrated in vacuo to give 19.7 g of a pale brown solid. 1H NMR (400 MHz, Chloroform) d ppm 3.83 (s, 3 H) 7.77 (s, 1 H)

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

Reference£º
Patent; SYNGENTA LIMITED; BHONOAH, Yunas; ELLIOTT, Alison Clare; GAULIER, Steven; LING, Kenneth; MITCHELL, Glynn; MORRIS, James Alan; RZEPA, Paula Rocha; VINER, Russell Colin; WO2013/50421; (2013); A1;,
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88497-27-2,88497-27-2, 3-Amino-6-bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference example 197 4- ( (4-Chlorobenzyl) oxy) -1- ( 2-cyclopropyl-3-methylimidazo [1, 2- b] pyridazin-6-yl ) pyridin-2 ( 1H) -one A) 6-Bromo-2-cyclopropyl-3-methylimidazo [1, 2-b] pyridazine To a solution of 6-bromopyridazin-3-amine (1.0 g) in DMA (10 ml) were added 2-bromo-l-cyclopropylpropan-l-one (2.04 g) and NaHCC>3 (0.966 g) at room temperature, and the mixture was stirred at 80C for 16 h. The mixture was partitioned between EtOAc and water, and the organic layer was washed with brine, dried over MgS04, concentrated – in vacuo, and purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (1.10 g) as yellow crystals. MS (ESI+) : [M+H]+ 252.0.

88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; MAEKAWA, Tsuyoshi; KAKEGAWA, Keiko; YASUMA, Tsuneo; KINA, Asato; AIDA, Jumpei; KHAMRAI, Uttam; KUNDU, Mrinalkanti; WO2013/105676; (2013); A1;,
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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

Example 30 6-(5-((5-chloro-2-((l -methyl- lH-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahvdrocvclopentarc1pyrrol-2(lH)-yl)pyridazine-3-carbonitrile [0458] To a solution of 5-chloro-N2-(l -methyl- lH-pyrazol^-y -N4- (octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (85.8 mg, 0.26 mmol) and Et3N (80.4 mg, 0.80 mmol) in EtOH (10 mL) was added 6-chloropyridazine-3-carbonitrile (72.8 mg, 0.52 mmol). The reaction mixture was stirred at rt overnight, quenched with water (30 mL), and extracted with DCM (100 mL chi 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/50) to give the title compound as a beige solid (109.6 mg, yield 97.6%). LC-MS (ESI, pos. ion) m/z: 437.4 [M+H]+; NMR (600 MHz, OMSO-d6) delta (ppm): 9.03 (s, 1H), 7.85 (m, 2H), 7.75 (s, 1H), 7.45 (s, 1H), 7.02 (d, J = 9.6 Hz, 1H), 6.93 (d, J = 7.8 Hz, 1H), 4.59 (m, 1H), 3.79 (s, 3H), 3.72 (m, 4H), 2.84 (s, 2H), 2.33 (m, 2H), 1.62 (m, 2H); 13C NMR (150 MHz, CDCb) delta (ppm): 158.2, 157.5, 131.1, 130.1, 128.2, 124.2, 118.2, 111.8, 72.7, 60.7, 52.9, 40.8, 39.1, 37.6., 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; LI, Xiaobo; CHEN, Wuhong; ZHANG, Tao; HU, Haiyang; DAI, Weilong; WU, Yanjun; (192 pag.)WO2017/44434; (2017); A1;,
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372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4 6-Chloro-4-(5,6-dimethoxy-pyridin-2-ylamino)-pyridazine-3-carboxylic acid methyl ester A mixture of 4,6-dichloro-pyridazine-3-carboxylic acid methyl ester (1.0 g, 4.83 mmol) and 5,6-dimethoxypyridin-2-amine (968 mg, 6.28 mmol) was dissolved in acetonitrile (5 mL) and heated at 70 C. for 16 h. The mixture was concentrated in vacuo and the crude mass obtained was purified by chromatography (silica, 100-200 mesh, 10-70% ethyl acetate in hexane) to give 6-chloro-4-(5,6-dimethoxy-pyridin-2-ylamino)-pyridazine-3-carboxylic acid methyl ester (830 mg, 53%) as a yellow solid. LC-MS: 325.2 [M+H]+., 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
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