Simple exploration of 823-58-5

The synthetic route of 823-58-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.823-58-5,4-Amino-3,6-dichloropyridazine,as a common compound, the synthetic route is as follows.

823-58-5, To a stirred suspension of 3,6-dichloropyridazin-4-amine (Step 112.1) (1.49 g, 9.09 mmol) in EtOH (15 mL) was added hydrazine hydrate (11.04 mL, 227 mmol) and the resulting mixture was heated up and stirred at 100 00 for 3 hr. The reaction was cooled down to RT andconcentrated under reduced pressure. The crude product was triturated with water (25 mL) to afford the title product (478 mg, 3 mmol, 33% yield) as yellow solid. tR: 0.24 mm (LC-MS 2); ESIMS: 160 [M+H] (LC-MS 2); ESl-MS: 158 [M-H] (LC-MS 2).

The synthetic route of 823-58-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191896; (2014); A1;,
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Brief introduction of 1122-63-0

The synthetic route of 1122-63-0 has been constantly updated, and we look forward to future research findings.

1122-63-0, 1-(Pyridazin-3-yl)ethanone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1122-63-0, [Referential Example 13] Lithium 1-(6-methoxy-3-pyridyl)-5-(3-pyridazinyl)-1H-pyrazole-3-carboxylate; [Show Image] 1) Methyl 4-(3-pyridazinyl)-2,4-dioxobutanoate; A 1.0M solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (19 ml) was added dropwise to a solution of 3-acetylpyridazine (2.097 g) in tetrahydrofuran (50 ml) under argon atmosphere at -78C, and the mixture was stirred for 1 hour. A solution of dimethyl oxalate (4.055 g) in tetrahydrofuran (35 ml) was added dropwise to the reaction liquid, and the mixture was stirred at 0C for 2 hours. The reaction solvent was evaporated under reduced pressure, and water and diethylether were added to the residue, then the aqueous layer was separated. The aqueous layer was then acidified with 1N aqueous hydrochloric acid, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give methyl 4-(3-pyridazinyl)-2,4-dioxobutanoate (2.63 g, 73%) as a solid. 1H-NMR (400 MHz, CDCl3)delta: 3.97 (3H, s), 7.73 (1H, dd, J = 8.5, 5.1 Hz), 7.96 (1H, s), 8.28 (1H, dd, J = 8.5, 1.8 Hz), 9.38 (1H, dd, J = 5.1, 1.8 Hz). ESI-MSm/z: 209 (M+H)+.

The synthetic route of 1122-63-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
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Downstream synthetic route of 51149-08-7

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

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;,
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New learning discoveries about 13563-36-5

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

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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Some tips on 20744-39-2

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

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;,
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Some tips on 1120-95-2

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

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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Some tips on 20744-39-2

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

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;,
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Simple exploration of 16401-70-0

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

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;,
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Some tips on 20744-39-2

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

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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Brief introduction of 20744-39-2

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

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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