Heterocyclic Building Blocks-Pyridazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108784-42-5,6-Fluoropyridazin-3-amine,as a common compound, the synthetic route is as follows.

9. The starting material may be prepared as follows: 6-amino-3-fluoropyridazine (2.5 mmoles; Footnote 6), and 2 ml of allyl bromide in the minimum of nitromethane were heated to 60 C. for 3 hours. Evaporation of the solvent, washing of the residue with ether and drying under vacuum over P2 O5 gave 1-allyl-6-amino-3-fluoropyridazinium bromide., 108784-42-5

The synthetic route of 108784-42-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
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33097-39-1, 3,6-Difluoropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6. The starting material may be prepared as follows: 3,6-difluoropyridazine was mixed with a solution of ammonia (10 equivalents) in ethanol, and heated in a sealed tube for 3 hours at 80-85 C. The solvent was evaporated and 6-amino-3-fluoropyridazine was extracted from the residue with EtOAc in a Soxhlet apparatus for 3.5 hours.

33097-39-1, As the paragraph descriping shows that 33097-39-1 is playing an increasingly important role.

Reference：
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

147362-88-7, N-(6-Chloropyridazin-3-yl)pivalamide is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

mixture ofN-(6-chloro-3-pyridazinyl)-2,2-dimethylpropanamide (65.3 g; 305.6 mmol) and morpholine (538 mL; 6.1 mmol) was heated at 120 C for 24 hours. The mixture was cooled and evaporated. The residue was poured into cooled water, basified with K2C03 powder and DCM was added. The organic layer was separated, dried over MgS04, filtered and evaporated to dryness. The residue was crystallized from Et20. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 18., 147362-88-7

147362-88-7 N-(6-Chloropyridazin-3-yl)pivalamide 10899975, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); 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.33097-39-1,3,6-Difluoropyridazine,as a common compound, the synthetic route is as follows.

Example 24 A mixture of 2.7 parts of 3,6-difluoropyridazine, 4.6 parts of 1-[3-(trifluoromethyl)phenyl]piperazine, 3.2 parts of sodium carbonate and 90 parts of N,N-dimethylformamide was stirred overnight at 60 C. The reaction mixture was poured 1nto water. The product was filtered off, washed with water and crystallized from 2-propanol, yielding 3 parts (46%) of 3-fluoro-6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]pyridazine; mp. 131.5 C. (compound 24).

33097-39-1, The synthetic route of 33097-39-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Pharmaceutica N.V.; US5001125; (1991); A;,
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Pyridazine | C4H4N2 – PubChem

1632-74-2, 3,6-Dimethylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 17 4-(1-chloromethyl-1-methylethyl)-3,6-dimethylpyridazine A 23.9 g. portion of 2,2-dimethyl-1,3-propanediol, 88 ml. of water, 11.3 g. of 3,6-dimethylpyridazine, 3.6 g. of silver nitrate and 12.3 g. of concentrated sulfuric acid were combined at ambient temperature, and to the mixture was added 41.8 g. of ammonium persulfate dissolved in 68 ml. of water. The addition was dropwise over a period of only 15 minutes. The reaction temperature rose to 75, and the mixture was stirred at that temperature for 30 minutes. The reaction mixture was then worked up substantially as described in the examples above to obtain 1.2 g. of 4-(1-hydroxymethyl-1-methylethyl)-3,6-dimethylpyridazine.

1632-74-2, 1632-74-2 3,6-Dimethylpyridazine 527031, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US4791110; (1988); 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.33097-39-1,3,6-Difluoropyridazine,as a common compound, the synthetic route is as follows.

A mixture of 3,6-difluoropyridazine (60.3 mmol) and 25 mL of ammonia was added to the tube and the reaction was allowed to proceed at 70 C for 2 hours. After cooling, the resulting precipitate was collected by filtration, washed with water and dried to give 4.28 g of the title compound., 33097-39-1

The synthetic route of 33097-39-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHIA TAI TIANQING (CTTQ) Pharmaceutical Co., Ltd.; Jiao, Dengming; Liang, Zhi; Hu, Yuandong; Hu, Quan; Zhang, Qinghui; Han, YongXin; Wang, Huan; Peng, Yong; Kong, Fansheng; Luo, Hong; (49 pag.)CN103130791; (2016); B;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1352925-63-3,Ethyl 4,6-dihydroxypyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

1352925-63-3, To a solution of ethyl 4,6-dihydroxypyridazine-3-carboxylate (2.1 g, 11.40 mmol) in 40 ml NH3-CH3OH was held at room temperature with stirring on for 20h under N2. The solvents were removed in vacuo, and the residue was used to next step directly. m/z calcd for[C5H5N303]+ [M+H]+: 156.0; found: 156.0.

1352925-63-3 Ethyl 4,6-dihydroxypyridazine-3-carboxylate 69007765, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; GALECTO BIOTECH AB; BRIMERT, Thomas; JOHNSSON, Richard; LEFFLER, Hakon; NILSSON, Ulf; ZETTERBERG, Fredrik; (284 pag.)WO2016/120403; (2016); 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.39614-78-3,6-Ethoxypyridazin-3-amine,as a common compound, the synthetic route is as follows.

General procedure: A stirred mixture of 3-amino-6-propoxypyridazine 3 (4.50g, 29.4mmol), 2-bromo-1-[4-(2-methoxyethoxy)phenyl]ethanone 11 (8.03g, 29.4mmol) and EtOH (280mL) was heated at reflux for 2.5 hours. The mixture was cooled and NaHCO3 (2.50g, 30mmol) was added. The mixture was stirred at room temperature for 15 hours, heated at reflux for 1 hour, then cooled and evaporated. The residue was extracted with CHCl3 (150mL) and the extract washed with saturated, aqueous NaCl solution (50mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography over silica gel. Elution with 1-2% MeOH in CH2Cl2 afforded a green/brown solid. Treatment with decolourising charcoal and recrystallization from cyclohexane gave 6f (3.95g, 41%) as pale green crystals, m.p. 82.5-84C. 1H NMR (CDCl3) ? 1.06 (3H, t, J=7.2Hz), 1.75-1.94 (2H, m), 3.47 (3H, s), 3.74-3.81 (2H, m), 4.14-4.21 (2H, m), 4.27 (2H, t, J=6.6Hz), 6.68 (1H, d, J=9.3Hz), 7.00 (2H, d, J=8.8Hz), 7.76-7.88 (3H, m), 7.94 (1H, s). MS (APCI+) m/z 328 (M+H, 100%)., 39614-78-3

39614-78-3 6-Ethoxypyridazin-3-amine 3084748, apyridazine compound, is more and more widely used in various fields.

Reference：
Article; Ali, Abdelselam; Cablewski, Teresa; Francis, Craig L.; Ganguly, Ashit K.; Sargent, Roger M.; Sawutz, David G.; Winzenberg, Kevin N.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 14; (2011); p. 4160 – 4163;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.446273-59-2,3-Amino-4-bromo-6-chloropyridazine,as a common compound, the synthetic route is as follows.

4-Bromo-6-chloro-pyridazin-3-amine (5.2 g, 25 mmol) was combined with tetrakis(triphenylphosphine)palladium(0) (700 mg, 0.61 mmol) and DMF (50 mL). To the mixture was added dimethylzinc in heptane (50 mL, 50 mmol, 1.0 M) at room temperature. The mixture was heated at 50 C for 2 h then 70 C for 1 h. The mixture was cooled to 0 C and excess reagent was quenched by the addition of H20. The mixture was filtered over Celite and concentrated. The residue was chromatographed on silica gel, eluting with 0-10% MeOH in CH2C12. MS m/z 144.2, 146.2 [M+H]+.

446273-59-2, As the paragraph descriping shows that 446273-59-2 is playing an increasingly important role.

Reference：
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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1352925-63-3,Ethyl 4,6-dihydroxypyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 3.Preparation of 4,6-dichloro-pyridazine-3-carboxylic acid methyl or ethyl ester 5 A mixture of 4,6-dihydroxy-pyridazine-3-carboxylic acid methyl or ethyl ester (50 mmol) and POCl3 (90 ML) is heated at 95 C. for 4 hours.The excess POCl3 is evaporated in vacuo and to the residue cooled to 0 C. was added ice (150 g) followed by EtOAc (200 ML).The layers are separated and the aqueous layer is extracted with EtOAc (2*100 ML).The combined extracts are washed with brine (200 ML), dried (Na2SO4) and evaporated in vacuo.This residue is purified by flash column chromatography (225 g silica gel, eluted with 4:1 hexane, EtOAc).The desired 4,6 dichloro-pyridazine-3-carboxylic acid methyl ester is obtained as a white solid, while the 4,6 dichloro-pyridazine-3-carboxylic acid ethyl ester is a colorless liquid., 1352925-63-3

The synthetic route of 1352925-63-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xie, Linghong; Han, Bingsong; Xu, Yuelian; Maynard, George D.; US2004/77653; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem