Category: pyridazine

5469-69-2,5469-69-2, 3-Amino-6-chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 6-chloropyridazin-3 -amine (7.35 g, 56.7 mmol) in hydroiodic acid 57 % in water (102 g, 59.9 ml, 454 mmol) was heated to 100C under an argon atmosphere and stirring at that temperature was continued overnight. The dark reddish brown suspension was cooled to r.t. and EtOAc (5 ml) was added. The suspension was stirred vigourously for 5 min. The solid was then collected by filtration, washed with EtOAc and dried. The light yellow collected crystals were taken up in MeOH (120 ml), and sodium hydroxide (2.5 g, 62.4 mmol) was added to the suspension which was heated to reflux and stirred for 5 min, turning to an almost clear yellow solution. The mixture was cooled to r.t. and concentrated. The residue was triturated in 45 ml H20. The suspension was stirred at r.t. for 15 min. The product was collected by filtration, washed with H20 and dried to provide the title compound (10.9 g, 87%) as off-white solid. MS: M = 222.1 (M+H)+

5469-69-2 3-Amino-6-chloropyridazine 21643, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; LERNER, Christian; WO2013/178569; (2013); A1;,
Pyridazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54709-94-3,5-Methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

54709-94-3, Step 7B: 6-Oxo-1,6-dihydropyridazine-4-carboxylic Acid To a stirred solution of the subtitle compound of Step 7A (4.4 g, 40 mmol) in concentrated sulphuric acid (80 mL), potassium dichromate (18 g, 61 mmol) was added in small quantities at 50-60 C. as a finely ground powder. The starting material was added to the mixture within 20 min. Stirring was continued for a further 10 min at 60 C., then the viscous green mixture was poured on crushed ice. The solid powder, which separated, was collected, washed with cold water and dried to give the subtitle compound (4.5 g, 77%).1H NMR (400 MHz, (CD3)2SO): delta 7.22 (s, 3H), 8.13 (s, 1H), 13.38 (s, broad, 1H).

As the paragraph descriping shows that 54709-94-3 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; US2009/111822; (2009); A1;,
Pyridazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

Example 344-(4-Morpholinylmethyl)-2-[(phenylmethyl)oxy]- V-4-pyridazinyl-5- (trifluoromethyl)benzamide (E34)To a solution of 4-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 50; 120 mg, 0.30 mmol) in N,N- dimethylformamide (5 ml) was added diisopropylethylamine (0.11 ml, 0.61 mmol), 4- pyridazinamine (43.3 mg, 0.46 mmol), 1-hydroxy-7-azabenzotriazole (53.7 mg, 0.40 mmol) and EDC (1 16 mg, 0.61 mmol). The reaction was stirred for 3 hours and the solvent was removed in vacuo to give yellow oil. Purification by MDAP gave the title compound as a white solid. 72 mg.MS (electrospray): m/z [M+H]+ 4731 H NMR (DMSO-d6): 2.27 – 2.42 (4 H, m), 3.51 – 3.61 (4 H, m), 3.63 (2 H, s), 5.38 (2 H, s), 7.26 – 7.42 (3 H, m), 7.51 (2 H, d, J=6.78 Hz), 7.62 (1 H, s), 7.94 (1 H, s), 8.03 (1 H, dd, J=5.90, 2.64 Hz), 9.08 (1 H, d, J=5.77 Hz), 9.28 (1 H, d, J=2.01 Hz), 10.85 (1 H, s).

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

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
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20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 362-[(Phenylmethyl)oxy]-4-(1 -piperidinylmethyl)- V-4-pyridazinyl-5- (trifluoromethyl)benzamide (E36) To a solution of 2-[(phenylmethyl)oxy]-4-(1-piperidinylmethyl)-5-(trifluoromethyl)benzoic acid (may be prepared as described in Description 53; 112 mg, 0.29 mmol) in N,N- dimethylformamide (5 ml) was added diisopropylethylamine (0.10 ml, 0.57 mmol), 4- pyridazinamine (40.6 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (50.4 mg, 0.37 mmol) and EDC (109 mg, 0.57 mmol). The reaction was stirred for 18 hours, then the solvent removed in vacuo to give a yellow oil. Purification by MDAP gave the title compound as a white solid. 66 mg.MS (electrospray): m/z [M+H]+ 4711 H NMR (DMSO-d6): 1.29 – 1.60 (6 H, m), 2.23 – 2.41 (5 H, m), 3.50 – 3.70 (2 H, m), 5.36 (2 H, s), 7.18 – 7.44 (3 H, m), 7.46 – 7.57 (2 H, m), 7.64 (1 H, s), 7.93 (1 H, s), 8.02 (1 H, dd, J=5.90, 2.64 Hz), 9.08 (1 H, d, J=5.77 Hz), 9.27 (1 H, d, J=2.51 Hz), 10.84 (1 H, s).

20744-39-2, The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
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16401-70-0, N-Methylpyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,16401-70-0

600 mg (2.8 mmol) of S-tert-Butylcarbamoyl-isoxazole^-carboxylic acid were suspended in 20 ml. of toluene and two drops of dimethylformamide were added to the mixture. 0.26 ml. of thionylchloride (3.5 mmol) were added at room temperature and the reaction mixture was stirred at 65 0C for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 10 ml. of dichloromethane and the solution was added dropwise to a solution containing 247 mg methyl-pyridazin-4-ylamine (2.3 mmol) and 0.43 ml triethyl amine (3.1 mmol) in 40 ml dichloromethane. The mixture was stirred at room temperature for 16 h and the solvent was removed under vaccum. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane? ethyl acetate? methanol) to give 180 mg (20%, 95% purity) of the title compound.

16401-70-0 N-Methylpyridazin-4-amine 23080684, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; BASF SE; VEZOUET, Ronan Le; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D.; WO2011/3793; (2011); A1;,
Pyridazine – Wikipedia
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20744-39-2, Pyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 17c (100mg, 0.34mmol) in 5mL anhydrous THF was added 4-methylmorpholine (35mg, 0.34mmol) and isobutyl carbonochloridate (49mg, 0.36mmol) under nitrogen atmosphere at-10. The reaction mixture was stirred for 30minat-10, then pyrimidin-5-amine (32mg, 0.34mmol) was added. After reacting for another 30minat-10, the reaction mixture was warmed to room temperature and stirred for 6h. The solvent was evaporated and the residues was dissolved in ethyl acetate (10mL), washed with water (10mL¡Á3) and brine (10mL¡Á3). The organic layer was dried over Na2SO4, concentrated under vacuum and purified on silica gel to afford the compound 18g as a white solid (56mg, 43%). Mp: 150.0-153.0C. HPLC purity=99.33%, HPLC tR=15.10min (Method B). The 1H NMR showed 12:1 ratio of atropisomers. 1H NMR (500MHz, CDCl3) delta 9.34 (s, 1H), 8.89 (s, 1H), 8.81 (s, 2H), 7.07 (d, J=8.5Hz, 2H, [6.97 minor isomer]), 6.83 (d, J=8.5Hz, 2H, [6.70 minor isomer]), 4.78 (s, 2H, [4.67 minor isomer]), 4.30-4.21 (m, 1H), 4.02 (s, 2H, [4.16 minor isomer]), 2.49 (t, J=7.5Hz,2H), 1.62-1.51 (m, 2H), 1.27 (d, J=6.5Hz, 6H, [1.16 minor isomer]), 0.89 (t, J=7.5Hz, 3H). 13C NMR (125MHz, CDCl3) delta 168.86, 167.39, 154.63, 152.97, 146.63, 135.37, 132.46, 128.59, 113.26, 66.17, 48.37, 45.19, 36.05, 23.59, 19.95, 12.73. HRMS (ESI) m/z: calcd for C20H27N4O3 [M+ H]+, 371.2078; found 371.2088., 20744-39-2

The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yu, Jianjun; Xu, Lei; Hong, Duidui; Zhang, Xiaotuan; Liu, Jieyu; Li, Daqiang; Li, Jia; Zhou, Yubo; Liu, Tao; European Journal of Medicinal Chemistry; vol. 161; (2019); p. 543 – 558;,
Pyridazine – Wikipedia
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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.

Example 143; 5-[(1R)-1-methyl-2-morpholin-4-yl-2-oxoethoxy]-N [3-methyl-4-(pyridazin-3- yloxy)phenyl] quinazolin-4-amine; Starting aniline: 3-methyl-4-(pyridazin-3-yloxy)aniline. Yield: 89 mg; 56% on a 0.33 mmol scale. NMR Spectrum: (400 MHz) 1.58 (d, 3H), 2.13 (s, 3H), 3.8-3.3 (m, 8H), 5.88 (q, 1H), 7.17 (d, 1H), 7.30 (d, 1H), 7.36 (d, 1H), 7.47 (d, 1H), 7.75 (m, 2H), 7.90 (dd, 1H), 8.00 (d, 1H), 8.53 (s, 1H), 8.99 (m, 1H), 11.09 (s, 1H); Mass spectrum: MH+ 487; The 3-methyl-4-(pyridazin-3-yloxy)aniline used as starting material was prepared as follows: A mixture of 4-amino-2-methylphenol (550 mg, 4.47 mmol), 3-chloropyridazine (510 mg, 4.47 mmol; Libermann et al., Bull. Soc. Chem. Fr., 1962, 1735), potassium carbonate (926 mg, 6.71 mmol) in DMA (10 ml) was irradiated in a Personal Chemistry EMRYSNo. Optimizer EXP microwave synthesisor at 180 C for 50 minutes. After cooling, the mixture was partitioned with water and dichloromethane. After filtration of the insoluble, the organic layer was washed with water and brine and dried over magnesium sulfate. After evaporation of the solvents, the residue was purified by chromatography on silica gel (eluant: ethyl acetate) to give 3-methyl-4- (pyridazin-3-yloxy)aniline a brown solid (638 mg, 71%) ; Mass spectrum: MH+ 202., 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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/118572; (2005); A1;,
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Pyridazine | C4H4N2 – PubChem

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

TDI01239-5 (70 mg, 0.175 mmol) and 4-aminopyridazine (20 mg, 0.21 mmol) were dissolved in N,N-dimethylformamide (2 mL), 43 HATU (66 mg, 0.175 mmol) and diisopropylethylamine (68 mg, 0.525 mmol) were added, and the reaction was performed at room temperature for 16 h. LC-MS indicated the reaction was complete. The solvent was evaporated to dryness, and the residue was purified by preparative chromatograph (dichloromethane : methanol : aqueous ammonia=8:1:10 drops) to give a crude product, which was purified by high-performance liquid chromatography to afford compound TDI01239 (5.29 mg, yellow solid, yield: 6.37%). 1H NMR (400 MHz, DMSO-d6) delta 11.10 (s, 1H), 10.32 (s, 1H), 9.33 (d, 1H), 9.11 (d, 1H), 8.65 (s, 1H), 8.55 (dd, 1H), 8.39 (d, 1H), 8.15 (s, 1H), 8.10 (s, 1H), 8.00 (dd, 1H), 7.84 (d, 1H), 7.62 (d, 1H), 7.55 (d, 1H), 6.81 (d, 1H), 4.70 (s, 2H), 4.56 (s, 2H). MS m/z (ESI): 478.2 [M+H]., 20744-39-2

The synthetic route of 20744-39-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Tide Pharmaceutical Co., Ltd.; Zhao, Yanping; Wang, Hongjun; Li, Gong; Jiang, Yuanyuan; Li, Xiang; Zhou, Liying; Liu, Yanan; (106 pag.)EP3421464; (2019); 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.13563-36-5,4-Amino-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

EXAMPLE 2 5-(2-Bromobenzamido)-1-methyl-6-pyridazone STR7 Analogously to Example 1b) 8.0 g (81.2%) 5-(2-bromobenzamido)-1-methyl-6-pyridazone (active ingredient 1.082) of m.p. 190 to 193 C. was obtained from 4.0 g (0.032 mol) of 5-amino-1-methyl-6-pyridazone in 100 ml of pyridine and 7.7 g (0.035 mol) of 2-bromobenzoyl chloride in 20 ml of dioxane., 13563-36-5

As the paragraph descriping shows that 13563-36-5 is playing an increasingly important role.

Reference£º
Patent; Wriede; Ulrich; Wuerzer; Bruno; Meyer; Norbert; Westphalen; Karl-Otto; US5123952; (1992); A;,
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Pyridazine | C4H4N2 – PubChem

51149-08-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51149-08-7,3,6-Dichloropyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 3,6-dichloropyridazine-4-carboxylic acid (1.00 g, 5.18 mmol), 4-tert-butylaniline (0.92 ml, 5.60 mmol), TBTU (1.75 g, 5.44 mmol), and DIEA (1.80 ml, 10.4 mmol) in 7.5 ml of anhydrous DMF was stirred at RT under N2 overnight. The mixtrue was diluted with H2O, extracted with EtOAc, and the combined organic portions were washed with brine, dried with Na2SO4, filtered, and condensed. The crude compound was purified by flash column chromatography (hexanes/EtOAc/CH2Cl2, 9:0:1 to 7:2:1), to provide the desired compound as a light yellowish solid. MS (ES+): 423.0 (M+H)+. Calc’d for C21H19ClN6O2 – 422.87.

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

Reference£º
Patent; Amgen Inc.; US2003/225106; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem