Simple exploration of 5469-70-5

The synthetic route of 5469-70-5 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

A round bottom flask was charged with pyridazin-3 -amine (10.11 mg, 0.106 mmol) and DMSO (0.204 ml) to give a solution. (P)-perfluorophenyl l-(5-fluoro-2-methoxy- 4-(3,3,3-trifluoropropyl)phenyl)-2-oxo-l,2-dihydroquinoline-6-sulfonate (0.050 g, 0.082 mmol) and THF (0.613 ml) were added. The flask was cooled in an ice-bath for 5 minutes, then LHMDS (1M in THF) (0.188 ml, 0.188 mmol) was added dropwise. The reaction was stirred for 15 minutes. The reaction was diluted with ethyl acetate and washed twice with IN HC1 solution. The organic layer was washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (RediSep Gold 40g, gradient elution 10-75% [3: 1 EtOAc/EtOH]: Heptane) to afford (P)-l-(5-fluoro-2-methoxy-4- (3,3,3-trifluoropropyl)phenyl)-2-oxo-N-( yridazin-3-yl)-l,2-dihydroquinoline-6-sulfonamide (0.036 g, 0.069 mmol, 84 % yield) as a white solid. NMR (400 MHz, DMSO-i) delta = 2.62 – 2.79 (m, 2 H) 2.89 – 3.04 (m, 2 H) 3.66 (s, 3 H) 6.67 (d, J=8.86 Hz, 1 H) 6.76 (d, J=9.59 Hz, 1 H) 7.30 – 7.40 (m, 2 H) 7.68 (dd, J=9.43, 3.73 Hz, 1 H) 7.84 (d, J=7.98 Hz, 1 H) 7.93 (d, J=9.23 Hz, 1 H) 8.18 (d, J=9.64 Hz, 1 H) 8.25 – 8.38 (m, 2 H) 14.49 (br. s., 1 H). m/z (ESI) 523.0 (M+H)+., 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WEISS, Matthew; MILGRAM, Benjamin C; MARX, Isaac E.; DINEEN, Thomas; (63 pag.)WO2017/106871; (2017); A1;,
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Downstream synthetic route of 5469-70-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

To a stirred solution of pyridazin-3-amine (2.9g, 30.5mmol) and pyridine (7.4 mL, 91.5mmol) in THF (40mL) and DMA (20mL) was added 2,2,2-Trichloroethyl chloroformate (6.31mL, 45.7mmol) at 0C dropwise. The mixture was stirred at 0C for 1.0h, poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was recrystallized from EtOAc-hexane to give 23 (3.76g, 46%) as an off-white crystals 1H NMR (300MHz, CDCl3) delta: 4.88 (2H, s), 7.50-7.55 (1H, m), 8.25-8.28 (1H, m), 8.74 (1H, br s), 8.95-8.97 (1H, m)., 5469-70-5

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

Reference£º
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
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Some tips on 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

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: Isopropylmagnesium chloride (2.0 M solution in THF, 6.23 mL, 12.5 mmol) was added to a solution the amine(13.0 mmol) in THF (90 mL). After stirring for several minutes, the solution was quickly transferred to a flask containing (2S,4S)-methyl 1-(4-((5-cyclopropyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)-4-fluoropyrrolidine-2-carboxylate (2.59 mmol). The reaction was stirred overnight at rt, then quenched with sat aq NH4Cl (150 mL). The mixture was extracted with EtOAc (150 mL), and the organics were washed with water (3 ¡Á 150 mL), dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified via a silica gel column (0-35% 90:10:1 [CH2Cl2/MeOH/NH4OH]/CH2Cl2), then by preparative HPLC (Waters Atlantis 30 ¡Á 100 mm, 0-70% 9:1 [MeOH/H2O 0.1% TFA]/1:9 [MeOH/H2O 0.1% TFA]). Product-containing fractions were concentrated on a Waters Oasis MCX cartridge, rinsed with MeOH, then eluted with 2 N NH3/MeOH. The eluent was concentrated in vacuo to obtain the desired product.

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ross-Macdonald, Petra; De Silva, Heshani; Patel, Vishal; Truong, Amy; He, Aiqing; Neuhaus, Isaac; Tilford, Charles; Ji, Ruiru; Siemers, Nathan; Greer, Ann; Carboni, Joan; Gottardis, Marco; Menard, Krista; Lee, Frank; Dodier, Marco; Frennesson, David; Sampognaro, Anthony; Saulnier, Mark; Trainor, George; Vyas, Dolatrai; Zimmermann, Kurt; Wittman, Mark; Bioorganic and Medicinal Chemistry; vol. 20; 6; (2012); p. 1961 – 1972;,
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Brief introduction of 5469-70-5

As the paragraph descriping shows that 5469-70-5 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

5469-70-5, To a solution of 6-Aminopyridazine in acetone is added a solution of MCPBA (1 equiv.) in acetone in one portion. The reaction mixture is allowed to stir at room temperature for 1 hour. The solvent is removed and ether is added to the residue. The solid is filtered and dried to yield the title compound.

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; VICURON PHARMACEUTICALS, INC; WO2006/127576; (2006); A2;,
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New learning discoveries about 5469-70-5

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

5469-70-5, 3-Aminopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 58 3-Cyclopentyl-2-(3,4-dichlorophenyl)-N-pyridazin-3-yl-propionamide A solution of 3-cyclopentyl-2-(3,4-dichlorophenyl)-propionic acid (prepared as in Example 38A, 625.2 mg, 2.18 mmol), O-benzotriazol-1-yl-N,N,N’,N’-tetramethyluronium hexafluorophosphate (908.3 mg, 2.39 mmol), N,N-diisopropylethylamine (1.1 mL, 6.53 mmol), and 3-aminopyridazine (310.6 mg, 3.27 mmol) in dry N,N-dimethylformamide (11 mL) was stirred at 25 C. under nitrogen for 72 h. The reaction mixture was concentrated in vacuo to remove N,N-dimethylformamide. The resulting residue was diluted with ethyl acetate (200 mL). The organic layer was washed with a 10% aqueous hydrochloric acid solution and a saturated aqueous sodium chloride solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 1/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(3,4-dichlorophenyl)-N-pyridazin-3-yl-propionamide (493.8 mg, 62%) as a white foam: mp 70-71 C.; EI-HRMS m/e calcd for C18H19Cl2N3O (M+) 363.0905, found 363.0908., 5469-70-5

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

Reference£º
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
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Analyzing the synthesis route of 5469-70-5

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

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, Step-I: A^iV-Dimethyl-iV-pyridazin-S-yl-formamidinemixture of pyridazin-3 -amine (2.0 g, 21.0 mmol) and DMF.DMA (2.86 mL, 21.5 mmol) was refluxed for 2 h. After cooling to room temperature, reaction mixture was concentrated under reduced pressure. To the resulting residue was added ethyl acetate (20 mL). Solid precipitated was filtered through Buckner funnel and dried under vacuum to furnish 3 g (95%) of the titled compound as a solid.

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; ADVINUS THERAPEUTICS LIMITED; KHARUL, Rajendra; BHUNIYA, Debnath; MOOKHTIAR, Kasim A.; SINGH, Umesh; HAZARE, Atul; PATIL, Satish; DATRANGE, Laxmikant; THAKKAR, Mahesh; WO2013/42139; (2013); A1;,
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New learning discoveries about 5469-70-5

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

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, Example 24a 10774] 3-aminopyridazine (1 g, 10.5 mmol) is dissolved in toluene (7 mE) and N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added. The mixture is heated at 65 C. and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mE, 13.67 mmol) is added and stirring is continued at it for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mE, 27.34 mmol) is added and the reaction is heated at 85 C. for 5 h. Volatiles are removed under reduced pressure and the resulting residue is triturated with n-hexane to thmish the title compound (1.4 g, 91%)10775] UPEC-MS (Method 2): R=0.40 mm10776] MS (ESI pos): mlz=151 (M+H7

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; US2014/343065; (2014); A1;,
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Simple exploration of 5469-70-5

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

5469-70-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.

Example 32 Preparation of 2-(4-(4-(4-(3-pyridazin-3-ylureido)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetic acid Methyl 2-(4-(4-(4-(tert-butoxycarbonylamino)phenyl)thieno[3,2-d]pyrimidin-7-yl)phenyl)acetate (50 mg) prepared in Step 4 of Example 1, 4-nitrophenylchloroformate (28.1 mg) and 3-aminopyridazine (17 mg) were added to 1,4-dioxane (3 mL), and the mixture was stirred overnight at room temperature. The reaction solvent was concentrated, and diethyl ether was added for recrystallization. The resulting compound was filtered and the filtrate was added to a mixed solution of tetrahydrofuran, methanol and water (tetrahydrofuran:methanol:water = 1:1:1), stirred, and further stirred with the addition of sodium hydroxide (16 mg). The resulting mixture was distilled under reduced pressure to remove the solvent, and 1N HCl was added to adjust the pH in the range of 3 to 4. A solid thus obtained was filtered and washed with water to obtain the title compound (40 mg). 1H NMR (300 MHz, DMSO-d6): delta 12.38(s, 1H), 10.11(s. 1H), 9.89(s, 1H), 9.33(s, 1H), 8.91(d, 1H), 8.78(d, 1H), 8.24(d, 2H), 8.07(t, 3H), 7.81(d, 2H), 7.68(q, 1H), 7.42(d, 2H), 3.65(s, 2H)

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hanmi Pharmaceutical Co., Ltd.; PARK, Chul Hyun; KIM, Won Jeoung; JUNG, Young Hee; KIM, Nam Du; CHANG, Young Kil; KIM, Maeng Sup; EP2738174; (2014); A2;,
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Simple exploration of 5469-70-5

The synthetic route of 5469-70-5 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.5469-70-5,3-Aminopyridazine,as a common compound, the synthetic route is as follows.,5469-70-5

3-aminopyridazine (lg, 10.5 mmol) is dissolved in toluene (7 mL) and N,N5 dimethylformamide dimethyl acetal (1 .8 mL, 13.67 mmol) is added. The mixture isheated at 65C and stirring is continued overnight. Additional N,N-dimethylformamide dimethyl acetal (1.8 mL, 13.67 mmol) is added and stirring is continued at rt for 3 days. Additional N,N-dimethylformamide dimethyl acetal (3.6 mL, 27.34 mmol) is added and the reaction is heated at 85C for 5h. Volatiles are removed underreduced pressure and the resulting residue is triturated with n-hexane to furnish the title compound (1 .4 g, 91 %)UPLC-MS (Method 2): R = 0.40 mm MS (ESI pos): mlz = 151 (M+H)

The synthetic route of 5469-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; WO2014/184275; (2014); A1;,
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Analyzing the synthesis route of 5469-70-5

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

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, To a solution of phenyl carbonochloridate (1.070 g, 6.83 mmol), pyridine (0.665 g, 8.41 mmol) in dichloromethane (10 ml) stirred under nitrogen at 25 C. was added a suspension of pyridazin-3-amine (0.5 g, 5.26 mmol) in dichloromethane (5 ml) during 5 min. The reaction mixture was stirred at 25 C. for 1 hr. Next, the organic phase was washed with water 3 mL, saturated brine 3 mL, dried over sodium sulfate and concentrated in vacuo to give the crude product as a white solid. The compound was washed with hexane, dried under reduced pressure, LCMS (m/z) 216.2 (M+H)+.

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
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