Analyzing the synthesis route of 5788-58-9

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5788-58-9

To a stirred solution of 4,5-dibromo-2,3-dihydropyridazin-3-one (60 mg, 0.238 mmol, 1 equiv.) and DIEA(61.5 mg, 0.476 mmol, 2 equiv.) in DMA(3 mL) was added 1-(2,2,2- trifluoroethyl)piperazine (48 mg, 0.286 mmol, 1.2 equiv.) in portions at 100 degrees C for 1.5 hours. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column 19X150mm 5um; Mobile Phase A: Water(10 mmol/L (0289) NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 20% B to 45% B in 7.5 min; 254/220 nm; Rt: 7.17 min) to afford 4-bromo-5-[4-(2,2,2-trifluoroethyl)piperazin-1-yl]-2,3- dihydropyridazin-3-one (12.3 mg, 15.26%) as a white solid

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4,5-dibromopyridazin-3(2H)-one (0.30 g, 1.182 mmol), 2-(piperidin-4- yl)benzonitrile hydrochloride (0.289 g, 1.300 mmol), and DIPEA (0.454 ml, 2.60 mmol) in DMA (2.498 ml) was heated to 100C for 16h. The reaction was cooled and diluted with saturated sodium bicarbonate to give a tan precipitate that was filtered and dried to give 2-(l-(5-bromo-6-oxo-l,6-dihydropyridazin-4-yl)piperidin-4- yl)benzonitrile (0.434 g, 100%). LCMS: Rt = 0.85 min, (M+H)+ = 359.7. The material was used without purification, 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 5788-58-9

The synthetic route of 5788-58-9 has been constantly updated, and we look forward to future research findings.

5788-58-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5788-58-9,4,5-Dibromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

To a stirred solution of 1-(2,2-dimethylpropyl)piperazine (100 mg, 0.397 mmol, 1 equiv.) and DIEA(102.58 mg, 0.794 mmol, 2 equiv.) in DMF(2 mL) was added 4,5-dibromo-2,3- dihydropyridazin-3-one (93 mg, 0.595 mmol, 1.2 equiv.) in portions at 100 degrees C for 12 hours. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column 19¡Á150mm 5um; Mobile Phase A: Water(10 mmol/L (0276) NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 50% B to 70% B in 9 min; 254/220 nm; Rt: 6.27 min) to afford 4-bromo-5-[4-(2,2-dimethylpropyl)piperazin-1-yl]-2,3- dihydropyridazin-3-one (19.4mg,9.21%) as a white solid

The synthetic route of 5788-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 5788-58-9

The synthetic route of 5788-58-9 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.5788-58-9,4,5-Dibromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

5788-58-9, A solution of 4,5-dibromopyridazin-3(2H)-one (0.30 g, 1.182 mmol), 4-(2-fluoro-6- methoxyphenyl)piperidine (0.272 g, 1.3 mmol), and DIPEA (0.454 ml, 2.6 mmol) in DMA (2.5 ml) was heated to 100C for 16h. The reaction was cooled and diluted with saturated sodium bicarbonate to give a precipitate. The precipitate was filtered and dried to give 4-bromo-5-(4-(2-fluoro-6-methoxyphenyl)piperidin-l-yl)pyridazin- 3(2H)-one. LCMS: Rt = 0.96 min, (M+H)+ = 384. The material was used without purification.

The synthetic route of 5788-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5788-58-9

To a stirred solution of (2R)-2-methyl-1-[(2-methylphenyl)methyl]piperazine (400 mg, 1.96 mmol, 1 equiv.) and DIEA(506.1 mg, 3.92 mmol, 2 equiv.) in DMA(5 mL) was added 4,5- dibromo-2,3-dihydropyridazin-3-one (596.5 mg, 2.35 mmol, 1.200 equiv.) in portions at 100 degrees C overnight. The reaction liquid was purified by Prep-HPLC with the following conditions (Column: XBridge Prep C18 OBD Column 19X150mm 5um; Mobile Phase A: Water(10 mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 20 mL/min; Gradient: 40% B to 60% B in 9 min; 254/220 nm; Rt: 8.45 min) to afford 4-bromo-5-[(3R)-3-methyl-4-[(2- methylphenyl)methyl]piperazin-1-yl]-2,3-dihydropyridazin-3-one (18.7mg,2.53%) as a white solid.

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 5788-58-9

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

5788-58-9,5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of 4,5-dibromopyridazmn-3(2H)-one (4.00 g, 15.8 mmol) in methanol (40 mL, 990 mmol), was added potassium carbonate (4.00 g, 28.9 mmol) and the mixture was stirred at 80t for 67 hours. The solvent was removed in vacuum. Water was added to the residue and acetic acid was added until acidic pH was reached. A solid precipitated and wascollected by filtration, washed with water, and dried to give 2.23 g (69 % yield) of the title compound as a crude product.LC-MS (Method 5): R = 0.57 mm; MS (ESIpos): mlz = 205 [M+H]

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 5788-58-9

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5788-58-9, To a solution of 4,5-dibromo-2,3-dihydropyridazin-3-one (3500 g, 13.78 mol, 1.00 equiv) in DMF (30 L) was added sodium hydride (400 g, 16.56 mol, 1.20 equiv) in batches at 0 C. under nitrogen. The resulting solution was stirred for 1 h at RT followed by addition of [2-(chloromethoxy)ethyl]trimethylsilane (2500 g, 15.2 mol, 1.10 equiv) dropwise at 0 C. The reaction mixture was stirred for 2 h at RT. The reaction was then quenched by the addition of 30 L of water. The resulting solution was extracted with 3¡Á50 L of EtOAc and the organic layers combined. The organic layers were washed with 3¡Á30 L of brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 4.2 kg of title compound. LCMS: [M+H]+ 384.70.

As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1-[(2-tert-butylphenyl)methyl]piperazin-2-one (200 mg, 0.81 mmol, 1 equiv.) and 4,5-dibromo-2,3-dihydropyridazin-3-one (235.9 mg, 930 mmol, 1.2 equiv.) in DMA(5 mL, 53.78 mmol, 66.238 equiv.) was added DIEA(209.9 mg, 1.62 mmol, 2 equiv.) in portions at room temperature under nitrogen atmosphere. The resulting mixture was stirred for overnight at 100 degrees C under nitrogen atmosphere. The reaction was monitored by LCMS. The residue/crude product was purified by reverse phase flash with the following conditions (Column: C1880g; Mobile Phase A: Water(10 mmol/L NH4HCO3), Mobile Phase B: MeCN; Flow rate: 40mL/min; Gradient: 40% B to 60% B in 15 min; 254 nm; Rt: 6.12 min) to afford 4- bromo-5-(3-oxo-4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl)-2,3-dihydropyridazin-3- one (150 mg, 44.92%) as a light yellow solid, 5788-58-9

5788-58-9 4,5-Dibromopyridazin-3(2H)-one 236181, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 5788-58-9

5788-58-9, As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

5788-58-9, 4,5-Dibromopyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available 4, 5-dibromopyridazine-3-one (5.05 g, 22.3 mmol) was suspended in phosphorus oxychloride (35 mL), warmed to 90 C, and stirred for 3 h. Most of the phosphorus oxychloride was distilled off at 90 C under reduced pressure. The residue was taken up in DCM and poured into ice. Saturated NAHCO3 solution, followed by 3 N NAOH solution was added untill the pH WAS-9. The resulting mixture was extracted twice with DCM. The combined organic layers were washed with saturated NAHC03 solution then brine. The organic layer was then dried over anhydrous MgS04, filtered, and concentrated to give 5.03 g of product. ESI-MS calc. for C4HBR2CIN2 : 270; Found: 271 (M+H).

5788-58-9, As the paragraph descriping shows that 5788-58-9 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 5788-58-9

The synthetic route of 5788-58-9 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.5788-58-9,4,5-Dibromopyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.,5788-58-9

Following a published method,27 28 (10.123g, 39.87mmol, 1.00 equiv), pyrimidine-5-boronic acid (37) (24.90g, 200.97mmol, 5.40 equiv), TEMPO (18.50g, 118.40mmol, 2.97 equiv), Cu(OAc)2¡¤H2O (4.20g, 21.04mmol, 0.53 equiv) and powdered 4A molecular sieves (6.7g) were combined in CH2Cl2 (300mL). To this mixture was added pyridine (3.40mL, 42.21mmol, 1.06 equiv), and the resulting khaki suspension was stirred vigorously at 20C under N2 for 15min, and then under atmospheric air (via three needles in one of the septa capping the reaction vessel). A further quantity of pyridine (15.00mL, 186.22mmol, 4.67 equiv) was then added, causing an immediate change in the colour of the reaction mixture to a blue suspension, which became a green suspension after stirring overnight. The rate of stirring was decreased and the mixture was stirred at 20C for 8.5days. The reaction was then filtered through a pad of Celite, and the filtrate was diluted, washed with saturated aqueous NaOAc, and extracted with CH2Cl2 (¡Á4). The combined organic extracts were washed (saturated aqueous NaHCO3, dried, and concentrated to dryness under reduced pressure. The resulting viscous red semi-solid was triturated with 20% EtOAc/hexanes to give 40 (9.993g) as a ?1:1 mixture with an unidentified impurity (probably starting material judged by 1H NMR), and was used without further purification: 1H NMR (CDCl3): 10.77 (v br s, 1H), 9.23 (s, 1H), 9.16 (s, 2H), 8.03 (s, 1H), 7.84 (s, 1H); HRESIMS calcd for C8H581Br2N4O m/z [M+H]+ 334.8784, found 334.8801, calcd for C8H581Br79BrN4O m/z [M+H]+ 332.8804, found 332.8820, calcd for C8H579Br2N4O m/z [M+H]+ 330.8825, found 330.8832; TLC Rf=0.18, 0.20 (20% EtOAc/hexanes).

The synthetic route of 5788-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Brooke, Darby G.; Van Dam, Ellen M.; Watts, Colin K.W.; Khoury, Amanda; Dziadek, Marie A.; Brooks, Hilary; Graham, Lisa-Jane K.; Flanagan, Jack U.; Denny, William A.; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1029 – 1039;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem