Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34231-77-1,Methyl pyridazine-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of methyl pyridazine-4-carboxylate (0.4 g) in methanol (4.92 ml_) was added hydrazine hydrate (1.16 g) and the mixture was heated at reflux overnight. The reaction mixture was cooled and concentrated to afford pyridazine-4-carbohydrazide as a brown solid. (0715) NMR (400MHz, CDsOD) 9.52-9.48 (m, 1 H) 9.36 (dd, 114) 8.00 (dd, 1 H) (three NH protons missing), 34231-77-1

34231-77-1 Methyl pyridazine-4-carboxylate 12439252, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; SCUTT, James, Nicholas; WILLETTS, Nigel, James; SONAWANE, Ravindra; PHADTE, Mangala; KANDUKURI, Sandeep, Reddy; SASMAL, Swarnendu; ARMSTRONG, Sarah; MCGRANAGHAN, Andrea; (155 pag.)WO2019/185875; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.187973-60-0,6-Iodopyridazin-3-amine,as a common compound, the synthetic route is as follows.

187973-60-0, To a solution of compound 3 (1.00 g, 4.52 mmol) in CH2Cl2(15 mL) was added triethylamine (1.57 mL, 11.31 mmol) and themixture was stirred at 0 C to allow addition of di-tert-butyldicarbonate (1.18 g, 5.43 mmol). The resulting solution was stirredat room temperature overnight (16 h). The solvents were evaporated under reduced pressure. A purification by silica columnchromatography using CH2Cl2 as eluent gave the desired derivative17 (1.13 g, 78%) as a beige solid.Mp 171.7 C. 1H NMR (300 MHz, DMSO-d6) d 7.55 (d, 1H,J 9.3 Hz, H4), 6.56 (d, 1H, J 9.3 Hz, H5), 6.55 (bs, 1H, NH), 3.40 (s,9H, 3 CH3).

187973-60-0 6-Iodopyridazin-3-amine 10867834, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Moine, Esperance; Dimier-Poisson, Isabelle; Enguehard-Gueiffier, Cecile; Loge, Cedric; Penichon, Melanie; Moire, Nathalie; Delehouze, Claire; Foll-Josselin, Beatrice; Ruchaud, Sandrine; Bach, Stephane; Gueiffier, Alain; Debierre-Grockiego, Francoise; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 80 – 105;,
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14305-08-9, 4,5-Dibromo-2-phenylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Similar reaction of 30 (1.005g, 3.05mmol, 1.00 equiv), glycinamide hydrochloride (0.70g, 6.31 mol, 2.07 equiv), and pyridine (0.51mL, 6.31mmol, 2.07 equiv) was heated under reflux in a mixture of EtOH (41mL) and DMF (5mL). After 48h starting material remained, so more glycinamide hydrochloride (2.98 equiv) and NEt3 (2.60mL, 18.65mmol, 6.12 equiv) were added and the mixture was heated under reflux for a further 16h. The cooled mixture was filtered through a pad of Celite and the filtrate was diluted with brine, extracted with CH2Cl2 (¡Á3) and the combined extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was re-precipitated from MeOH: EtOAc to give 11 (77 mg, 8%) as an amorphous off-white solid: mp 216-219C; 1H NMR (CDCl3): delta 7.75 (s, 1H), 7.56 (br s, 1H), 7.47 (m, 4H), 7.39 (m, 1H), 7.24 (br s, 1H), 6.71 (m, 1H), 4.05 (d, J=6.20Hz, 2H); HRESIMS calcd for C12H1181BrN4NaO2 m/z [M+Na]+ 346.9938, found 346.9947, calcd for C12H1179BrN4NaO2 m/z [M+Na]+ 344.9958, found 344.9963; TLC Rf=0.22 (10% MeOH:EtOAc); HPLC purity: 98.7%., 14305-08-9

14305-08-9 4,5-Dibromo-2-phenylpyridazin-3(2H)-one 203396, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Brooke, Darby G.; Van Dam, Ellen M.; Watts, Colin K.W.; Khoury, Amanda; Dziadek, Marie A.; Brooks, Hilary; Graham, Lisa-Jane K.; Flanagan, Jack U.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1029 – 1039;,
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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

A mixture of 3-chloro-6-methyl-pyridazine (4 g, 31.2 mmol) in CHCI3 (80 mL) was added l ,3,5-trichloro-[l ,3,5]triazinane-2,4,6-trione (2.47 g, 10.4 mmol) at room temperature. The mixture was refluxed till the reaction was over. The mixture was concentrated to give the residue, which was purified by column to give 3-chloro-6-chloromethyl-pyridazine (2.5 g, 49.3% yield). 1H NMR(400 MHz, CDC13) delta ppm 7.69 (d, J = 8.8 Hz, 1H), 7.56 (d, J = 8.8 Hz, 1H), 4.86 (s, 2H), ES-LCMS m/z 163 (M+ )+.

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; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); A1;,
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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.187973-60-0,6-Iodopyridazin-3-amine,as a common compound, the synthetic route is as follows.

Example B.26-Iodo-3-methyl-2-(trifluoromethyl)imidazo[1,2-b]pyridazine A mixture of 6-iodopyridazin-3-amine (CAS 187973-60-0; 2 g, 9.05 mmol) and 3- bromo-1,1,1-trifluorobutan-2-one (2.41 g, 11.8 mmol) in ethanol (40 ml) under an argon atmosphere was heated to 85C and stirred for 18 hrs. The brown solution was cooled to r.t. and con25 centrated to leave a brown orange sticky paste which was triturated in a mixture of 10 % aq.Na2CO3 (20 ml) and EtOH (20 ml). The suspension was stirred at r.t. for 30 mm. The product was collected by filtration, washed with H20 and dried., 187973-60-0

187973-60-0 6-Iodopyridazin-3-amine 10867834, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; WO2015/113980; (2015); A1;,
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5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

Intermediate 36-Oxazol -5-yl -ryridazine-3-carboxyl ic acid: A mixture of 6-chloro-pyridazine-3-carboxylic acid (350 mg), 5-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-2-triisopropylsilanyl-oxazole (1 .00 g), PdCI2[1 ,1 ?-bis(diphenylphosphino)ferrocene]*CH2Cl2 complex (200 mg), and aqueous Na2003solution (2 M; 3.0 mL) in 1 ,4-dioxane (5 mL) and water (1 mL) is stirred overnight at80C under an argon atmosphere. After cooling to room temperature, the reaction mixture is acidified with hydrochloric acid (4 N; 3 mL) and extracted with ethyl acetate. The combined extracts are washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is dissolved in tetrahydrofuran, hydrochloric acid(4N; 4 mL) is added, and the mixture is stirred for 2 h at room temperature. The solvent is evaporated in vacuo and the residue is mixed with ethyl acetate and water. The aqueous phase is extracted with ethyl acetate and the combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo. The residue is triturated with diethyl ether, filtered off and dried to give the title product. LC (method2): tR = 0.45 mm; Mass spectrum (ESI): mlz = 192 [M+H]

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; NOSSE, Bernd; ECKHARDT, Matthias; HIMMELSBACH, Frank; LANGKOPF, Elke; ASHWEEK, Neil J.; HARRIOTT, Nicole; WO2014/19967; (2014); A1;,
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Pyridazine | C4H4N2 – PubChem

64068-00-4, 6-Chloro-4-methylpyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

64068-00-4, 6-Chloro-4-methyl-pyridazin-3-amine (3.5 g, 24 mmol) was combined with ethanol (40 mL), triethylamine (8.7 mL, 62 mmol) and chloroacetone (4 mL, 49 mmol) in a 100 mL high pressure flask. The flask was sealed and heated behind a blast shield at 150 C for 45 min. The mixture was concentrated and chromatographed on silica gel, eluting with 30-80% EtOAc in CH2C12 to yield 6-chloro-2,8-dimethylimidazo[l,2-b]pyridazine (2.2 g, 49%). MS m/z 182.3, 184.3 [M+H]+.

The synthetic route of 64068-00-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (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.10344-42-0,4-Bromo-3,6-dichloropyridazine,as a common compound, the synthetic route is as follows.

c 3,6-Dichloro-4-(pyrrolidin-1-yl)pyridazine To a slurry of 4-bromo-3,6-dichloropyridazine (115 g, 0.51 mol) and potassium carbonate (209 g, 1.5 mol) in DMF (1) was added pyrrolidine (46 ml, 0.56 mol) at 0 C. with stirring. The mixture was allowed to warm to room temperature and then stirred under nitrogen overnight. Water (1.5) was added and the resultant slurry was filtered. The residue was washed thoroughly with water and diethyl ether, yielding the title compound (110 g, 100%) as a fine white powder. 1H NMR (250 MHz, CDCl3) delta2.03 (4H, m), 3.64 (4H, m), 6.46 (1H, s). MS (ES+) m/e 218 [MH]+, 220 [MR]+.

10344-42-0, The synthetic route of 10344-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Ltd.; US6699859; (2004); B1;,
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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

A mixture of 3,4,5-trichloropyridazine (0.50 g, 2.73 mmol), 4-(2,4- difluorophenyl)piperidine (0.538 g, 2.73 mmol), and potassium carbonate (0.791 g, 5.72 mmol) in dioxane (9 ml) and water (1 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (4.94 ml, 54.5 mmol) was added. The mixture was heated to reflux for 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water and concentrated to give 4- chloro-5-(4-(2,4-difluorophenyl)piperidin-l-yl)-3-hydrazinylpyridazine as a brown oil. LCMS: Rt = 0.74 min, (M+H)+ = 340.0. The material was used without purification., 14161-11-6

14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various fields.

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

Commercially available 4, 5-dibromopyridazine-3-one (5.05 g, 22.3 mmol) was suspended in phosphorus oxychloride (35 mL), warmed to 90 C, and stirred for 3 h. Most of the phosphorus oxychloride was distilled off at 90 C under reduced pressure. The residue was taken up in DCM and poured into ice. Saturated NAHCO3 solution, followed by 3 N NAOH solution was added untill the pH WAS-9. The resulting mixture was extracted twice with DCM. The combined organic layers were washed with saturated NAHC03 solution then brine. The organic layer was then dried over anhydrous MgS04, filtered, and concentrated to give 5.03 g of product. ESI-MS calc. for C4HBR2CIN2 : 270; Found: 271 (M+H).

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

Reference£º
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Pyridazine – Wikipedia
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