Category: pyridazine

35857-93-3, 3,6-Dichloropyridazine-4-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3,6-dichloropyridazine-4-carbonitrile (2.00 g, 11.50 mmol, 1.00 equiv) in methanol (20 mL) was added hydrazine hydrate (1.15 g, 22.97 mmol, 2.00 equiv) dropwise at room temperature. The resulting solution was heated at 60 C for 1 hour. After completion the mixture was concentrated under vacuum and the residue was diluted with ethyl acetate. Theprecipitates were collected by filtration to give the title compound (1.8 g, 92%) as a light yellow solid. LC-MS (ES, m/z): 170 [M+H].

35857-93-3, The synthetic route of 35857-93-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of potassium tert-butoxide (3.90 g, 34.7 mmol) in 1,4-Dioxane (50 mL) was added a mixture of (,S)-(2,2-dimethyl-l,3-dioxolan-4-yl)methanol (2.75 g, 20.84 mmol) at 0 C and the reaction mixture was stirred at 25 C for 1 h. under Nitrogen atmosphere, then 6-chloropyridazin-4-amine (1.5 g, 1 1.58 mmol) was added to the reaction mixture and the resulted reaction mixture was stirred at 1 10 C for 16 h. (TLC System: Neat Ethyl acetate, Rf: 0.3). The reaction mixture was poured in to 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 material was purified by flash column chromatography (Neutral alumina, Eluent: 65% Ethyl acetate in Pet ether) to afford the desired product (,S)-6-((2,2-dimethyl-l,3-dioxolan-4-yl)methoxy)pyridazin-4-amine (1.0 g, 4.28 mmol, 37.0 % yield) as a white solid. LCMS (m/z): 226.20 [M+H]+.

29049-45-4, As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-58-6,3-Bromo-6-methylpyridazine,as a common compound, the synthetic route is as follows.,65202-58-6

EXAMPLE 5 Following a procedure similar to that of Example 3, 81 millimoles of 6-methyl-3-bromopyridazine was combined with 16 mL DIPEA and 163 mmoles of 4-hydroxypiperidine and heated to 120 for 16 hours to obtain 6-methyl-3-(4-hydroxy-1-piperdinyl)pyridazine (Formula IV: Y=bond, R=CH3) in 24% yield. 6.8 Mmols of the latter and 7.4 mmoles of 2-methyl-5-(4-hydroxy-3,5-dimethyl phenyl)-2H-tetrazole (Formula III: R2 =R3 =R4 =CH3) were reacted with equimolar amounts of DEAD and TPP essentially as described above in Example 1c.

As the paragraph descriping shows that 65202-58-6 is playing an increasingly important role.

Reference：
Patent; Sterling Winthrop Inc.; US5242924; (1993); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147362-88-7,N-(6-Chloropyridazin-3-yl)pivalamide,as a common compound, the synthetic route is as follows.

A mixture of N-(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 K2CO3 powder and DCM was added. The organic layer was separated, dried over MgSOzi, filtered and evaporated to dryness. The residue was crystallized from Epsilon2Omicron. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 58., 147362-88-7

As the paragraph descriping shows that 147362-88-7 is playing an increasingly important role.

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; (203 pag.)WO2016/97359; (2016); 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.

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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

108784-42-5, 6-Fluoropyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,108784-42-5

12. The starting material was prepared as follows: 6-amino-3-fluoropyridazine (1.15 mmoles; Footnote 6) and alpha’-chloro-alpha,alpha,alpha-trifluoro-m-xylene in the minimum of DMF were heated to 60 C. for 4 hours. Evaporation of the solvent and trituration of the residue with anhydrous ether gave 6-amino-3-fluoro-1-(3-trifluoromethylbenzyl)-pyridazinium chloride.

108784-42-5 6-Fluoropyridazin-3-amine 13719068, apyridazine compound, is more and more widely used in various fields.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36725-28-7,6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 1 (Intermediate Compound) (R)-6-(4-hydrazino-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one A slight modification on the procedure described in J.Med.Chem. (1990), 33(10), 2870-2875 was used as follows. A solution of sodium nitrite (1.7 g) in water (12.5 ml) was added slowly at 0-5 C. to a solution of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one (5 g) in 1 M hydrochloric acid (75 ml). The resulting solution was stirred on ice bath for five minutes and then added slowly to a solution of tin(II)chloride dihydrate (17 g) in 1 M hydrochloric acid (150 ml) keeping the reaction temperature below 5 C. This solution was stirred on ice for forty minutes and then a solution of 50% NaOH (75 ml) was quickly added. The resulting mixture was stirred on ice bath until the temperature reached zero degrees Celsius. The crystals were filtered and washed with dilute ammonia. Yield: 5.0 g, 93%. HPLC: enantiomerically pure. 1H NMR (400 MHz, DMSO-d6): delta=1.04 (d, 3H, CH3), 2.17 (d, 1H, J=16 Hz), 2.60 (m, 1H), 3.29 (m, 1H), 4.04 (s, 2H, NH2), 6.77 (d, 2H, J=8 Hz), 7.09 (b, 1H, NH), 7.54 (d, 2H, J=8 Hz), 10.66 (s, 1H, NHCO)., 36725-28-7

As the paragraph descriping shows that 36725-28-7 is playing an increasingly important role.

Reference：
Patent; Pystynen, Jarmo; Pippuri, Aino; Luiro, Anne; Nore, Pentii; Backstrom, Reijo; Lonnberg, Kari; Haikala, Heimo; Levijoki, Jouko; Kaheinen, Petri; Kaivola, Juha; US2003/158200; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

5754-18-7, 1,2-Dihydro-4-methyl-3,6-pyridazinedione is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5754-18-7, 4-Methyl-1,2-dihydropyridazine-3,6-dione (9.48 g, 75.2 mmol) was suspended in phosphorus oxychloride (70 mL, 750 mmol) at ambient temperature under an atmosphere of N2 and then heated at gentle reflux for 4 h to give a golden yellow homogenous solution. The mixture was allowed to cool and excess phosphorous oxychloride was removed by vacuum distillation (14 mbar, 50-70 C). The residual viscous brown oil was slowly added to ice-cooled sat. NaHCO3 solution (200 mL) with vigorous stirring. The resulting heterogenous mixture was adjusted to pH 6 by the slow addition of solid NaHCO3 and then extracted with EtOAc (2 x 60 mL). The combined organic phase was washed with sat. NaCl solution (30 mL), dried (MgSO4) and evaporated to give the title compound (11.5 g, 70.8 mmol; 94%) as a yellow powder; mp 87-88C (from light petrol/diethyl ether); IR (KBr): 3054, 1567, 1434, 1351, 1326, 1145, 1121, 914, 720 cm-1. 1H NMR (200 MHz, CDCl3): delta 2.42 (3H, d, J = 1.0 Hz), 7.41 (1 H, q, J = 0.9 Hz); 13C NMR (50 MHz, CDCl3): 19.2 (CH3), 130.1 (CH-5), 140.7 (C-4), 155.6 (C-6), 157.3 (C-3); LRMS (EI) 162 ([M+]). Anal. calcd for C5H4Cl2N2: C, 36.84; H, 2.47; N, 17.19. Found: C, 36.93; H, 2.57; N, 17.48.

5754-18-7 1,2-Dihydro-4-methyl-3,6-pyridazinedione 79826, apyridazine compound, is more and more widely used in various fields.

Reference：
Article; Ochiai, Koji; Takita, Satoshi; Eiraku, Tomohiko; Kojima, Akihiko; Iwase, Kazuhiko; Kishi, Tetsuya; Fukuchi, Kazunori; Yasue, Tokutaro; Adams, David R.; Allcock, Robert W.; Jiang, Zhong; Kohno, Yasushi; Bioorganic and Medicinal Chemistry; vol. 20; 5; (2012); p. 1644 – 1658;,
Pyridazine – Wikipedia
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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem