Heterocyclic Building Blocks-Pyridazine

33097-39-1, 3,6-Difluoropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

the3,6-difluoropyridazine (60.3 mmol) and 25 ml of aqueous ammonia mixed in a sealed tube, at 70 C for keep the reaction 2 hours .After cooling the resulting precipitate was collected by filtration then itwas washed with water and dried to give 4.28 g of the title compound.

33097-39-1, 33097-39-1 3,6-Difluoropyridazine 141761, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; CHIA TAI TIANQING PHARMACEUTICALGROUP CO LTD; Beijing Centaurus Biopharma Technology?Co.,?Ltd.; XIAO, DENGMING; LIANG, ZHI; HU, YUANDONG; HU, QUAN; ZHANG, QINGHUI; HAN, YONGXIN; WANG, HUAN; PENG, YONG; KONG, FANSHENG; LUO, HONG; (60 pag.)CN103130792; (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.1834-27-1,6-Chloro-4-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Intermediate VIII6-Chloro-2,4-dimethyl-2H-pyridazin-3-one Methyl iodide (1.3 mL) was added to a mixture of 6-chloro-4-methyl-2H-pyridazin-3-one (2.70 g) and K2CO3 (3.40 g) in N,N-dimethylformamide (27 mL). The resulting mixture was stirred at ambient temperature overnight. Then, water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water and brine and dried (MgSO4). After removal of the solvent, the title compound was obtained as a solid.Yield: 2.97 g (100% of theory); Mass spectrum (ESI+): m/z=159/161 (Cl) [M+H]+.

1834-27-1, As the paragraph descriping shows that 1834-27-1 is playing an increasingly important role.

Reference：
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/108578; (2012); A1;,
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65632-62-4, (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,65632-62-4

a) Esterification of the Acid Function; The hexahydropyridazinic acid (40 g; 0.151 mol) is dissolved in 200 ml of methanol and cooled to 0 C. SOCl2 (36 ml; 0.45 mol) is added dropwise. The solution becomes clear; the temperature is allowed to return very gradually to ambient temperature and the solution is then refluxed for one hour. The mixture is poured onto a DCM(200 ml)/ice(500 g)/NaHCO3(60 g) mixture. The aqueous phase is extracted with DCM. The organic phase is washed with a saturated NaHCO3 solution and then dried over MgSO4. A colorless oil (41 g; 99%) is obtained and is used as it is.

As the paragraph descriping shows that 65632-62-4 is playing an increasingly important role.

Reference：
Patent; Aventis Pharma S.A.; US2005/171346; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-93-3,3,6-Dichloropyridazine-4-carbonitrile,as a common compound, the synthetic route is as follows.

[C] 5-Chloro-1H-pyrazolo [3 4-c] pyridazin-3-amine[0183][0184]To a stirred solution of 3 6-dichloropyridazine-4-carbonitrile (63 g 0.362 mol) in ethanol (700 mL) was added hydrazine hydrate (54.3 g 1.086 mol) andthe reaction mixture was stirred at 78 for 4 h. After the solvent was removed under reduced pressure the residue was diluted with water (50 mL) . The solution was filtered and the filter cake was washed with water (50 mL) and petroleum ether (100 mL) . The solid was collected to afford the title compound (25 g 73yield) as a yellow solid.1H NMR (400 MHz DMSO-d6) delta 8.24 (s 1H) 8.42-8.35 (m 1H) 6.09 (s 2H) .

35857-93-3, 35857-93-3 3,6-Dichloropyridazine-4-carbonitrile 12370915, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; CUMMING, John Graham; LIU, Yongfu; WU, Jun; WANG, Lisha; SHEN, Hong; SHI, Tianlai; (90 pag.)WO2017/133665; (2017); A1;,
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1352925-63-3, Ethyl 4,6-dihydroxypyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a glass lined reactor were charged toluene (0.26 Kg), sulfolane (3.4 Kg), compound 1 (1.0 Kg) and POCh (2.7 Kg). The crude was cooled to 0 C. Triethylamine (0.89 Kg) was charged, and the resulting crude mixture was heated to 65 C and aged till reaction reached completion. The reaction mass was cooled to 5 C. (0162) In a separate reactor, water (7.5 Kg) was charged and cooled to 5 C. The reaction mass was added slowly to the water solution, maintaining the internal temperature below 5 C. Additional water (0.5 Kg) was used to rinse the reactor and aid the transfer. The resulting mixture was agitated at 5 C for 3 hours, then extracted with MTBE three times (3 x 4.5 Kg). The combined organic layers were washed sequentially with aq pH 7 buffer solution (5.0 L/Kg, 15 wt% KH2PO4/K2HPO4) and water (2.5 Kg). The crude was distilled under vacuum until total volume became approximately 3 L/Kg. ACN (2 x 6.3 Kg) was added followed by additional distillations back to ~3 L/Kg. The crude was cooled to 20 C to afford Compound 2 as a 30-36 wt% solution in 90-95% yield

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

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHEN, Ke; DEERBERG, Joerg; LIN, Dong; DUMMELDINGER, Michael; INANKUR, Bahar; KOLOTUCHIN, Sergei V.; LI, Jun; ROGERS, Amanda J.; ROSSO, Victor W.; SIMMONS, Eric M.; SOUMEILLANT, Maxime C. D.; TREITLER, Daniel S.; WANG, Jianji; ZHENG, Bin; SMITH, Michael J.; STROTMAN, Neil A.; TYMONKO, Steven; BENKOVICS, Tamas; (43 pag.)WO2018/183649; (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.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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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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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;,
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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.29049-45-4,6-Chloropyridazin-4-amine,as a common compound, the synthetic route is as follows.

To a stirred suspension of potassium tert-butoxide (7.80 g, 69.5 mmol) inl,4-Dioxane (50 mL) was added (R)-(2,2-dimethyl-l,3-dioxolan-4-yl)methanol (5.20 mL, 41.7 mmol) at 0 C and the reaction mixture was stirred at 25 C for 1 h. under Nitrogen atmosphere. Then 6-chloropyridazin-4-amine (3 g, 23.16 mmol) was added to the reaction mixture and the resulting reaction mixture was stirred at 1 10 C for 16 h. (TLC System Ethyl acetate, Rf: 0.3). The reaction mixture was poured into ice cold water (40 ml) and extracted with EtOAc (2×80 mL). The combined organic layer was washed with brine solution (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to get crude compound. The crude product was purified by flash column chromatography (Neutral alumina, Eluent: 65% Ethyl acetate in Pet ether) to afford the desired product (R)- 6-((2,2-dimethyl-l,3-dioxolan-4-yl)methoxy)pyridazin-4-amine (2.2 g, 9.66 mmol, 41.7 % yield) as an off white solid. LCMS (m/z): 226.05 [M+H]+, Rt = 1.00 min.

29049-45-4, 29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
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