Heterocyclic Building Blocks-Pyridazine

20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 27 (500 mg, 1.39 mmol), 4-aminopyridazine (159 mg, 1.67 mmol) and K3PO4 (355 mg, 1.67 mmol) in DMSO (8 mL) were added CuI (318 mg, 1.67 mmol) and N,N’-dimethylethylenediamine (0.18 mL, 1.67 mmol), and the mixture was stirred at 110 C for 30 min under an argon gas atmosphere. After cooling atroom temperature, the mixture was diluted with water and 28% aqueous ammonia solution, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-5% MeOH in CHCl3) to give 30f (138 mg, 27%) as a yellow solid. 1H NMR (CDCl3) delta 5.47 (s,2H), 6.80 (dd, 1H, J = 9.4, 2.6 Hz), 6.90 (dd, 1H, J = 5.9, 2.9 Hz), 7.07 (d, 1H, J = 2.6 Hz), 7.57-7.64 (m, 2H), 7.78-7.84 (m, 1H), 7.87 (d, 1H, J = 8.1 Hz), 8.05 (d, 1H, J = 8.6 Hz), 8.22-8.27 (m, 2H), 8.59 (br s, 1H), 9.08 (br s, 1H), 9.58 (s, 1H); MS (ESI) m/z 374 [M+H]+., 20744-39-2

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

Reference£º
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Isomura, Mai; Miyamoto, Satoshi; Kikuchi, Shigetoshi; Amano, Yasushi; Honbou, Kazuya; Mihara, Takuma; Watanabe, Toshihiro; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7612 – 7623;,
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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,5469-70-5

General procedure: To a slurry of 6?-bromo-8?-methyl-2?H-spiro[cyclohexane-1,3?-imidazo[1,5-a]pyridine]-1?,5?-dione (12) and aromatic aminederivatives (1.2 eq) in 1,4-dioxane was added Cs2CO3 (3 eq). Themixture was stirred at room temperature for 20 min under nitrogen.To the mixture was then added Pd(OAc)2 (0.1 eq) and Xantphos(0.2 eq). After stirred at room temperature for additional 20 minunder nitrogen, the mixture was heated at 95 C for 12 h undernitrogen. The mixture was concentrated in vacuo, added with water,stirred and filtered. The filter cake was dried and purified by flashcolumn chromatography.

5469-70-5 3-Aminopyridazine 230373, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
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141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of 2,2-dimethylpropanoic acid (0.288 g, 2.82 mmol) and 3,6-dichloropyridazine (0.299 g, 2 mmol) in water (3 ml_) at 55C was added AgN03 (0.068 g, 0.4 mmol) as a solution in water (0.3 ml_) followed by TFA (0.046 g, 0.4 mmol). (NH4)2S208 (0.778 g, 3.19 mmol) was added dropwise as a solution in water (1.5 ml_). The reaction mixture was then heated to 75C for 1 h. Upon cooling the reaction mixture was poured into NaHC03 solution (15 ml_) and extracted with CH2CI2 (15 ml) twice. The combined organic fractions were dried over MgS04, filtered and the solvent removed by evaporation in vacuo. Purification by silica gel column chromatography, 3:1 CH2CI2/hexane elution, yielded intermediate 1 (0.33 g, 80%). LCMS (ESI): Found 205.0 [M+Hf.

141-30-0, 141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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88491-61-6,88491-61-6, 3-Bromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Zinc powder (0.12 g, 1.8 mmol) was added to a dry flask purged with nitrogen. Dry DMF (1.0 ml) was added followed by iodine (43 mg, 0.2 mmol). The solution changed from colourless to yellow and then back to colourless. Methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3- lodopropanoate (0.20 g, 0.60 mmol) was added, followed by iodine (43 mg, 0.2 mmol). The solution was stirred at ambient temperature, with an exotherm observed. To this solution was added Pd2(dba)3(28 mg, 0.04 mmol), SPhos (25 mg, 0.12 mmol) and 3-bromopyridazine (0.25 g, 1.6 mmol). The RM was stirred at rt under nitrogen for 18 h. The RM was filtered twice and purified by FCC (silica, EtOAc / hexane) to give the desired product.Y = 43 % MS ES+: 282

As the paragraph descriping shows that 88491-61-6 is playing an increasingly important role.

Reference£º
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOUTARD, Nicolas; FABRITIUS, Charles-Henry; GALEZOWSKI, Michal; KOWALCZYK, Piotr; LEVENETS, Oleksandr; WOYCIECHOWSKI, Jakub; (161 pag.)WO2018/167468; (2018); A1;,
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187973-60-0, 6-Iodopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Method H: to a solution of compound 12a (788 mg, 3.24 mmol)in n-butanol (12 mL) was added compound 3 (717 mg, 3.24 mmol).The mixture was refluxed for 16 h, evaporated to dryness, and theresidue was suspended in CHCl3. The solution was made alkalinewith a 30% ammonium hydroxide solution and extracted withCHCl3. The combined organic layers were dried over MgSO4,filtered, and evaporated under reduced pressure to give the desiredimidazo[1,2-b]pyridazine 13a (1.20 g, 100%) as a brown solid., 187973-60-0

As the paragraph descriping shows that 187973-60-0 is playing an increasingly important role.

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,65202-50-8

:p 3: Methyl 6-(3- { [2-(trifluoromethyl)benzylloxyl azetidin- 1 -yl)pyridazine-3- carboxylate; A suspension of 3-{[2-(trifluoromethyl)benzyl]oxy}azetidine (595 mg, 2.58 mmol), methyl beta-chloropyridazine-S-carboxylate (450 mg, 2.58 mmol), potassium carbonate (715 mg, 5.15 mmol) and tetrabutylammonium iodide (20 mg, 0.052 mmol) in dioxane (10 mL) was heated to 95 ¡ãC for 16 h. The cooled reaction mixture was poured into a 125 mL separatory funnel containing water (50 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated. Purification by column chromatography through silica gel gave the title compound.1H NMR (J6-acetone, 400 MHz) delta 7.86-7.80 (2H, m), 7.75-7.51 (3H, m), 6.79 (IH, d, J= 9.5 Hz), 4.78-4.76 (3H, m), 4.49 (2H, dd, J= 10.0, 6.5 Hz), 4.15 (2H, dd, J= 10.0, 4.0 Hz), 3.88 (3H, s).MS (ESI, Q+) m/z 368 (M+ 1).

As the paragraph descriping shows that 65202-50-8 is playing an increasingly important role.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/143823; (2007); A1;,
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120276-59-7, 3-Chloro-6-(chloromethyl)pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (6-(4-hydroxy-2-oxopyridin-l(2H)-yl)-7,8-dihydronaphthalen-2-yl)methyl acetate (2 g, 6.42 mmol), 3-chloro-6-(chloromethyl)pyridazine (1.047 g, 6.42 mmol) and potassium carbonate (0.888 g, 6.42 mmol) in Nu,Nu-dimethylformamide (DMF) (40 mL) was heated to 80 C for 6 hr, then the mixture was filtered and concentrated to give the residue which was purified by a flash column to give (6-(4-((6-chloropyridazin-3-yl) methoxy)-2- oxopyridin- l(2H)-yl)-7,8-dihydronaphthalen-2-yl)methyl acetate (2.4 g, 4.93 mmol, 77% yield): 1H NMR (400 MHz, CDC13) delta ppm 7.65 (d, J = 8.8 Hz, 1H), 7.58 (d, J = 8.8 Hz, 1H), 7.25-7.23 (m, 1H), 7.17-7.16 (m, 2H), 7.06 (dd, J = 4.8, 3.2 Hz, 1H), 6.45 (s, 1H), 6.04-5.98 (m, 2H), 5.37 (s, 2H), 5.06 (s, 2H),3.04 (t, J = 8.4 Hz, 2H), 2.73 (t, J = 8.4 Hz, 2H), 2.1 1 (s, 3H); ES-LCMS m/z 438 ( +H)+.

120276-59-7, 120276-59-7 3-Chloro-6-(chloromethyl)pyridazine 22498639, apyridazine compound, is more and more widely used in various fields.

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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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(pyridazin-3-yloxy)piperidine-l-carboxylate. To a solution of tert-butyl 4-hydroxy-4-methylpiperidine-l-carboxylate (140 mg, 0.696 mmol) in DMF (2.3 mL) was added sodium hydride (60% w/w, 56 mg, 1.39 mmol). The reaction was stirred for 10 min at ambient temperature. Then 3-chloropyridazine (159 mg, 1.39 mmol) was added and reaction stirred 3 h at 95C. The reaction was cooled to ambient temperature and diluted with water and extracted with EtOAc. Combined organics were washed with saturated NaHC03(aq), water, and brine. The combined organic extracts were dried over anhydrous Na2S04(S), filtered and concentrated in vacuo to afford the title compound (assumed quantative yield, 194 mg) in sufficient purity for step 2. MS (apci) m/z = 280.2 (M+H)., 1120-95-2

The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (2018); A1;,
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19064-64-3, 3,6-Dichloro-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of compound 3,6-dichloro-4-methylpyridazine (20.0 g, 122.7 mmol) and ammonium hydroxide in water (86.60 g, 245 mmol) was refluxed for about 30 h. The mixture was concentrated and used in the next step without purification, 19064-64-3

The synthetic route of 19064-64-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
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51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 3,6-dichloropyridazine-4-carboxylic acid (5.5 g, 28.5 mmol) in DCM (50.0 ml) and MeOH (10 ml) was added trimethylsilyldiazomethane (2 M in hexane, 15 ml, 30.0 mmol) slowly at 0 C. It became a clear solution after the addition. It was stirred for 30 min and was added another 15 mL of trimethylsilyldiazomethane and stirred for 30 min. It was quenched with (0170) 2 mL of acetic acid, concentrated and purified by ISCO (80g, 0-40% ethyl acetate in hexane) to give the title compound. MS (ESI): m/z 206 (M+H) +, 51149-08-7

51149-08-7 3,6-Dichloropyridazine-4-carboxylic acid 433804, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BURGEY, Christopher, S.; FRITZEN, Jeffrey, F.; BALSELLS, Jaume; PATEL, Mehul; (59 pag.)WO2015/153304; (2015); A1;,
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