Category: 20744-39-2

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

20744-39-2, To a microwave reaction tube were added 12c (250 mg, 0.273 mmol), pyridazin-4-amine (39.0 mg, 0.410 mmol), DIPEA (0.191 mL, 1.093 mmol), HATU (125 mg, 0.328 mmol) and DMF (15 mL). The mixture was heated to 100 C for 2 hrs under microwave. The mixture was cooled to room temperature and purified by MADP (acidic mobile phase) to give the title compound (30.5 mg, 0.079 mmol, 28.9 % yield) as a yellow solid. LCMS: 375.2 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 10.72 (s, 1H), 9.19 (br., 1H), 9.05 (d, J= 5.6 Hz, 1H), 8.01 (d, J= 3.6 Hz, 1H), 7.48 (d, J= 6.8 Hz, 2H), 7.34 (d, J= 6.8 Hz, 3H), 7.19 (d, J= 8.8 Hz, 1H), 6.85 (br., 1H), 6.75 (d, J= 8.8 Hz, 1H), 5.15 (s, 2H), 3.22 (br., 4H), 1.96 (br., 4H). 13C NMR (101 MHz, CDCl3): delta 165.1, 151.5, 147.9, 143.7, 143.6, 137.6, 135.3, 129.6, 129.3, 128.8, 120.7, 117.1, 114.9, 114.1, 114.0, 73.1, 48.1, 25.5. HRMS (ESI): m/z calcd for C22H22N4O2 [M+H]+ 375.1821, found [M+H]+ 375.1816.

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

Reference£º
Article; Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 212 – 215;,
Pyridazine – Wikipedia
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

General procedure: To a solution of primary amine (0.192 mmol) and triethylamine (0.480 mmol) in tetrahydrofuran (3 mE) at 0 C. were added phenyl chloroformate (0.096 mmol) and the reaction mixture stirred for 60 mm. at RT. The reaction mixture was quenched with water and the phenyl carbamate formed was extracted and the Intermediate 4J (25 mg, 0.096 mmol) in THF was added to the extract and the resulting solution was stirred at room temperature for 2 h. Reaction progress wasmonitored by TLC. The reaction mixture was quenched with water and extracted with ethyl acetate (3×5 mE) The combined organic layer was washed with 10% NaHCO3 (2×5 mE), water, dried over Na2SO4 and concentrated to afford crude product as off-white solid. The crude product wasther purified by preparative HPLC.

20744-39-2, 20744-39-2 Pyridazin-4-amine 298492, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; Velaparthi, Upender; Darne, Chetan Padmakar; Liu, Peiying; Wittman, Mark D.; Pearce, Bradley C.; Araujo, Erika M. V.; Dasgupta, Bireshwar; Nair, Jalathi Surendran; Janakiraman, Sakthi Kumaran; Rachamreddy, Chandrasekhar Reddy; Rao, Mettu Mallikarjuna; Karuppiah, Arul Mozhi Selvan Subbiah; Reddy, Bandreddy Subba; Nagalakshmi, Pulicharla; Bora, Rajesh Onkardas; Maheshwarappa, Shilpa Holehatti; Kumaravel, Selvakumar; Mullick, Dibakar; Sistla, Ramesh; (353 pag.)US9273058; (2016); B2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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 142-{[(4-Fluorophenyl)methyl]oxy}-4-(1 -methyl-1 H-pyrazol-4-yl)-5-(4-morpholinylmethyl)-To a solution of methyl 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1 H-pyrazol-4-yl)-5-(4- morpholinylmethyl)benzoate (may be prepared as described in Description 18; 144 mg, 0.33 mmol) in tetrahydrofuran (4 ml) was added lithium hydroxide (23.54 mg, 0.98 mmol) and water (1 ml). The mixture was stirred at room temperature for 18 hours then neutralised with 2M hydrochloric acid (0.79 ml, 1.59 mmol). The solvent was removed in vacuo and the residue redissolved in N,N-dimethylformamide (4 ml). Diisopropylethylamine (0.11 m, 0.66 mmol), 4-pyridazinamine (40.5 mg, 0.43 mmol), 1-hydroxy-7-azabenzotriazole (53.5 mg, 0.39 mmol) and EDC (94 mg, 0.49 mmol) were added and the solution was stirred for 3 hours. The solvent was removed in vacuo and the residue purified by MDAP to yield the title compound as a white solid. 57 mg.MS (electrospray): m/z, [M+H]+ = 5031 H NMR (400 MHz, DMSO-d6); 2.34 – 2.46 (4 H, m), 3.43 – 3.49 (2 H, m), 3.59 (4 H, t, J=4.14 Hz), 3.92 (3 H, s), 5.30 (2 H, s), 7.21 (2 H, t, J=8.91 Hz), 7.33 (1 H, s), 7.60 (2 H, dd, J=8.66, 5.65 Hz), 7.70 (1 H, s), 7.87 (1 H, s), 7.99 (1 H, dd, J=5.77, 2.76 Hz), 8.14 (1 H, s), 9.05 (1 H, d, J=5.77 Hz), 9.16 (1 H, d, J=1.76 Hz), 10.61 (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;,
Pyridazine – Wikipedia
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

Example 292-{[(4-Fluorophenyl)methyl]oxy}-4-(1 -methyl-1 H-pyrazol-4-yl)-5-(4- morpholinylcarbonyl)-/V-4-pyridazinylbenzamide (E29) To a solution of (4-fluorophenyl)methyl 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1 H- pyrazol-4-yl)-5-(4-morpholinylcarbonyl)benzoate (may be prepared as described inDescription 32; 191 mg, 0.35 mmol) in tetrahydrofuran (6 ml) was added lithium hydroxide (60 mg, 2.51 mmol) and water (1.5 ml). The mixture was stirred for 3 hours then quenched with 2M hydrochloric acid (1.26 ml, 2.51 mmol). The solvent was removed in vacuo and the residue was redissolved in N,N-dimethylformamide (6 ml) and diisopropylethylamine (0.12 ml, 0.70 mmol), 4-pyridazinamine (39.8 mg, 0.42 mmol), 1-hydroxy-7-azabenzotriazole (57.0 mg, 0.42 mmol) and EDC (100 mg, 0.52 mmol) were added. The reaction was stirred for 18 hours then the solvent was removed in vacuo and the residue purified by MDAP to yield the title compound as a white solid. 64 mg.MS (electrospray): m/z, [M+H]+ = 5171 H NMR (400 MHz, DMSO-d6); 2.74 – 3.13 (3 H, m), 3.35 – 3.75 (5 H, m), 3.86 – 3.96 (3 H, m), 5.33 (2 H, s), 7.15 – 7.29 (2 H, m), 7.43 (1 H, s), 7.50 – 7.66 (3 H, m), 7.74 (1 H, s), 7.94 – 8.07 (2 H, m), 8.95 – 9.10 (1 H, m), 9.20 (1 H, d, J=1.76 Hz), 10.69 (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;,
Pyridazine – Wikipedia
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

Furan-2-carboxylic acid pyridazin-4-ylamide (example 11.31 )2.00 g (17.8 mmol) of furan-2-carboxylic acid were suspended in 25 ml. of toluene and one drop of dimethylformamide was added to the mixture. 1 .95 ml of thionylchlo- ride (26.8 mmol) were added at room temperature and the reaction mixture was stirred at 80 C for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml of dichloro- methane and the solution was added dropwise to a solution containing 1 .70 g of pyri- dazin-4-yl-amine (17.8 mmol) and 2.73 ml of triethyl amine (19.6 mmol) in 20 ml of di- chloromethane. The mixture was stirred at room temperature for 2 days and washed twice with water. The organic layer was dried over Na2S04, filtered and the solvent was removed under vaccum to give the title compound as a brown solid (1 .9 g, 54%, 95% purity). HPLC-MS: r.t. 1 .146 minutes, m/z [M+H+]189.9

20744-39-2, 20744-39-2 Pyridazin-4-amine 298492, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BASF SE; LE VEZOUET, Ronan; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; ANSPAUGH, Douglas D.; CULBERTSON, Deborah L.; WO2011/117198; (2011); A2;,
Pyridazine – Wikipedia
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

Example 104- Bromo-5-methyl-2-[(phenylmethyl)oxy]-N-4-pyridazinylbenzamide (E10)4- Aminopyridazine (53.3 mg, 0.56 mmol), diisopropylethylamine (0.16 ml, 0.93 mmol) and HATU (266 mg, 0.70 mmol) were added to a solution of 4-bromo-5-methyl-2- [(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 12; 150 mg, 0.47 mmol) in N,N-dimethylformamide (3 ml). The mixture was stirred overnight. The solid was filtered and washed with water (2 ml) and methanol (3 ml) to give the product as a white solid (80 mg). A 2nd crop was obtained (33 mg). The crops were combined to yield the title compound as a white solid. 113 mg.MS (electrospray): m/z [M+H]+ 398/4001 H NMR (DMSO-de): 2.34 (3 H, s), 5.25 (2 H, s), 7.25 – 7.41 (3 H, m), 7.48 (2 H, dd, J=7.67, 1.53 Hz), 7.57 (1 H, s), 7.64 (1 H, s), 7.99 (1 H, dd, J=5.92, 2.63 Hz), 9.05 (1 H, dd, J=5.92, 1.10 Hz), 9.20 (1 H, dd, J=2.74, 0.99 Hz), 10.73 (1 H, s)

20744-39-2, 20744-39-2 Pyridazin-4-amine 298492, apyridazine compound, is more and more widely used in various fields.

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;,
Pyridazine – Wikipedia
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

Step B: N-(4-pyridazinyl)-N’-(1-methylethyl)urea To a stirred solution of 2.3 grams (0.024 mole) of 4-aminopyridazine (prepared as in Example 1, Step A) and 0.5 gram (0.004 mole) of 1,4-diazabicyclo[2.2.2]octane in 20 ml of dimethylformamide is added dropwise 3.3 ml (0.033 mole) of (1-methylethyl) isocyanate. Upon completion of addition the reaction mixture is stirred at ambient temperature for two days. The reaction mixture is concentrated under reduced pressure and the solid residue dried at 60-70 C. The solid is stirred with ethanol and collected by filtration to yield 1.9 grams of N-(4-pyridazinyl)-N’-(1-methylethyl)urea; m.p. 206-209 C. then 266-269 C. The nmr spectrum is cnsistent with the proposed structure., 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; FMC Corporation; US4728355; (1988); 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.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

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
Pyridazine | C4H4N2 – PubChem

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.

Compound TDI01249-4 (50 mg, 0.135 mmol), pyridazin-4-amine (15.4 mg, 0.162 mmol), HATU (61.7 mg, 0.162 mmol), DIEA (70 mg, 0.54 mmol) and 4 mL N,N-dimethylformamide were added to a 25 mL single neck flask, and the reaction was performed at room temperature for 0.5 h. LC-MS indicated the reaction was complete. The reaction solution was cooled to room temperature, and added to 20 mL water to give a solid, which was dried and purified by preparative chromatography to afford TDI01249 (14.38 mg, yellow solid, yield: 23.8%). 1H NMR (400 MHz, DMSO-d6) delta 12.89 (s, 1H), 12.33 (s, 1H), 10.94 (s, 1H), 9.62 (d, J = 17.6 Hz, 2H), 9.14 (d, J = 5.8 Hz, 1H), 8.54 (d, J = 5.2 Hz, 1H), 8.36 (d, J = 5.8 Hz, 2H), 8.18 (d, J = 3.2 Hz, 1H), 8.08 (s, 1H), 7.90 (s, 2H), 7.69 (s, 1H), 7.61 (s, 1H), 7.51 (d, J = 8.8 Hz, 1H), 7.38 (d, J = 5.2 Hz, 1H). MS m/z (ESI): 448.0 [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.20744-39-2,Pyridazin-4-amine,as a common compound, the synthetic route is as follows.

To a suspension of 19b (200 mg, 0.611 mmol), pyridazin-4-amine (58.1 mg, 0.611 mmol) and HATU (232 mg, 0.611 mmol) in DMF (5 mL) was added DIPEA (0.107 mL, 0.611 mmol). The mixture was stirred at room temperature for 16 hrs. The mixture was concentrated and then DCM (15 mL)/ H2O (15 mL) were added. The organic layer was separated and the water phase was extracted with DCM (10 mL¡Á3). The crude was purified by pre-HPLC (acid mobile phase) to give the title compound (23 mg, 0.043 mmol, 7.10 % yield) as a yellow solid. LCMS: 405 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 11.39 (s, 1H), 9.28 (br., 2H), 8.39 (d, J= 4.0 Hz, 1H), 7.40-7.54 (m, 4H), 7.29-7.38 (m, 4H), 5.23 (s, 2H), 4.02-4.16 (m, 3H), 3.65 (d, J= 6.8 Hz, 2H), 3.12-3.31 (m, 2H), 0.95 (d, J= 6.0 Hz, 3H). HRMS (ESI): m/z calcd for C23H24N4O3 [M+H]+ 405.1926, found [M+H]+ 405.1926., 20744-39-2

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

Reference£º
Article; Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 212 – 215;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem