Tag: M.W:200-300

135034-10-5, 3-Chloro-6-iodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,6-Dichloro-4-(6-(ethyl(3-fluorobenzyl)amino)pyridazin-3-yl)phenol (compound 127) 3-Chloro-6-iodopyridazine (prepared as described by Goodman et al. Tetrahedron 1999, 55, 15067-15070) (100 mg, 0.42 mmol) and N-(3-fluorobenzyl)ethanamine (127 mg, 0.83 mmol) were heated in dimethylacetamide (2 mL) at 100 C. for 6 d. EtOAc (10 mL) and 1 M HCl (aqueous, 5 mL) were added and the layers were separated. The aqueous layer was extracted with EtOAc and the combined organic layers were dried (MgSO4), filtered and concentrated in vacuo leaving a brown oil (103 mg) which was used in the next step without further purification. (Note: A mixture of mono-displaced products, the iodo-displaced and the chloro-displaced compounds, were obtained at this point). The residue was dissolved in dioxan (2 mL) and PdCl2(dppf) (8 mg, 0.0095 mmol), tert-butyl(2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)dimethylsilane (83 mg, 0.21 mmol) and 1.5 M Na2CO3 solution (aqueous, 1 mL) were added. The dark mixture was heated in a sealed tube at 80 C. for 1 d. EtOAc and H2O were added and the layers separated. The aqueous layer was extracted with EtOAc and the combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC to afford (19.9 mg, 0.051 mmol, 12%) of the title compound. 1H NMR delta (ppm) (DMSO-d6): 1.18 (3H, t, J=6.92 Hz), 3.71 (2H, q, J=6.98 Hz), 4.92 (2H, s), 7.07-7.16 (4H, m), 7.37-7.45 (1H, m), 7.96 (1H, d, J=9.64 Hz), 8.03 (2H, s). LCMS (10 cm_esi_formic) tR 3.48 min; m/z 390 [M-H]-., 135034-10-5

As the paragraph descriping shows that 135034-10-5 is playing an increasingly important role.

Reference£º
Patent; Institute for OneWorld Health; US2009/270398; (2009); 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.135034-10-5,3-Chloro-6-iodopyridazine,as a common compound, the synthetic route is as follows.

Procedure E: General Procedure of Negishi Coupling; A bromopyridine solution (1.6 eq.) in the freshly distilled and degassed THF is cooled to -78 C. in a three-neck round-bottom flask fitted with a condenser. The butyllithium (2.5 M in hexane, 1.6 eq.) is added gently and the reaction medium is stirred for 30 minutes at -78 C. The zinc chloride solution (previously sublimated, 1.6 eq.) in the degassed THF is cannulated at -78 C. into the reaction medium. The solution is stirred at room temperature for 30 minutes, then a solution of tetrakis(triphenylphosphine) palladium (0) (0.1 eq.) and halopyridazine (1 eq.) in the THF is cannulated into the reaction medium. The solution is stirred for 48 hours at a temperature that depends on the substrate. The medium is treated with a NaHCO3 saturated solution. The solution is filtered through Celite and sequentially washed with DCM and with concentrated ammonia (25 N). The organic phase is dried over Na2SO4 and concentrated under reduced pressure.; Route 3:; This synthetic route uses the Negishi coupling of an organozinc derivative with a halogenated pyridazine. The zinc pyridine is formed in situ from 2-bromopyridine in the presence of butyllithium and zinc chloride. A solution of 3-chloro-6-iodopyridazine (103) and tetrakis(triphenylphosphine) palladium (0) is then cannulated to give a compound (8a) with a yield of 62% (initial step). Bipyridazine (19) is achieved through homocoupling., 135034-10-5

As the paragraph descriping shows that 135034-10-5 is playing an increasingly important role.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.; US2010/4443; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

A MW vial was charged with 3,6-dibromopyridazine (383 mg, 1.610 mmol) and 4N NaOH (2.415 ml_, 9.66 mmol). The MW vial was sealed and the resulting mixture was heated up and stirred at 100C for 2 hr. The mixture was cooled down to 0C and AcOH was added. The product was extracted 4 times with CH2CI2. The combined organic layers were washed with water, 2N NaOH and 2N HCI, dried over MgS04, filtered and concentrated under reduced pressure to afford the title product (398 mg, 1.592 mmol, 99% yield) as colorless oil. Rt = 0.39 min (LC-MS); ESI-MS = 174.9/177.1 [M+1]+ (LC-MS)., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; ARISTA, Luca; CHAMOIN, Sylvie; D’ALESSANDRO, Pier Luca; LINDVALL, Mika; LIZOS, Dimitrios; STIEFL, Nikolaus Johannes; TEIXEIRA-FOUCHARD, Sylvie; ULLRICH, Thomas; WEILER, Sven; (151 pag.)WO2019/102256; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

187973-60-0, 6-Iodopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Method H: to a solution of compound 12a (788 mg, 3.24 mmol)in n-butanol (12 mL) was added compound 3 (717 mg, 3.24 mmol).The mixture was refluxed for 16 h, evaporated to dryness, and theresidue was suspended in CHCl3. The solution was made alkalinewith a 30% ammonium hydroxide solution and extracted withCHCl3. The combined organic layers were dried over MgSO4,filtered, and evaporated under reduced pressure to give the desiredimidazo[1,2-b]pyridazine 13a (1.20 g, 100%) as a brown solid.

187973-60-0, 187973-60-0 6-Iodopyridazin-3-amine 10867834, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Moine, Esperance; Dimier-Poisson, Isabelle; Enguehard-Gueiffier, Cecile; Loge, Cedric; Penichon, Melanie; Moire, Nathalie; Delehouze, Claire; Foll-Josselin, Beatrice; Ruchaud, Sandrine; Bach, Stephane; Gueiffier, Alain; Debierre-Grockiego, Francoise; Denevault-Sabourin, Caroline; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 80 – 105;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4,6-dichloropyridazine-3-carboxylic acid methyl ester 1a (519 mg, 2.51 mmol)And 4- (pentafluorosulfanyl) aniline (500 mg, 2.28 mmol) in ethanol (5 mL),Heat to 70 C and stir for 24 hours.After cooling to room temperature, the solvent was removed under reduced pressure,The target product 6-chloro-4-((4- (pentafluoro-lambda6-sulfanyl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 16a (1.37 g, crude) was obtained.The product was used in the next reaction without further purification., 372118-01-9

372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

89284-10-6,89284-10-6, 3,6-Dibromo-4-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

NBS (2.16 g, 12 mmol) and compound 29-1 (2.5 g, 10 mmol) were dissolved in CCl4(20 mL) and dibenzoylperoxide (0.24 g, 1.0 mmol) was slowly added dropwise at 0 C.After the addition was completed, the mixture was stirred at room temperature for 15minutes and refluxed for 7.0 hours. After the reaction is complete, CCl is removed 4Theresidue was dissolved in EtOAc (100 mL), washed with water (50 mL x 3) and brine, driedover anhydrous sodium sulfate and concentrated to give 3.2 g of crude product, which wasused directly in the next reaction.

89284-10-6 3,6-Dibromo-4-methylpyridazine 415589, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Yingjun; Zhang Jiancun; Xie Hongming; Ren Qingyun; Hu Bolin; Wu Xiwei; Fu Changping; Li Shifeng; Wang Chaohe; Li Jing; (183 pag.)CN103880823; (2017); B;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

84956-71-8, General procedure: A solution of the substituted pyridazinone and either a benzylic alcohol or benzylic bromide in dimethylformamide was treated with cesium carbonate then optionally heated to 55-80 C. After cooling to ambient temperature, the crude product was isolated as a solution in ethyl acetate, washed with water and aqueous sodium chloride then dried, filtered and concentrated. Subsequent purification by chromatography on silica afforded the title compound.

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

Reference£º
Patent; Lantheus Medical Imaging, Inc.; Cesati, Richard R.; Radeke, Heike S.; Pandey, Suresh K.; Purohit, Ajay; Robinson, Simon P.; US2015/196672; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

187973-60-0, 6-Iodopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Toa mixture of 6-iodopyridazin-3-amine (500 mg, 2.26 mmol), NaHC03(230 mg, 2.71 mmol) in MeOH (5 mL) was added bromine (117 mu, 2.26 mmol)dropwise. The resulting mixture was stirred at room temperature for 16 hrs. Thesolution was filtered and the filtrate concentrated in vacuo. The residue wasdissolved in water, and the product extracted with EtOAc (3 times). The organiclayers were combined, dried ( a2S04) and concentrated invacuo to give a dark red solid which was purified by flash silicachromatography (eluent: 20% EtOAc :Hexane) to give a 60:40 mixture of the titlecompounds as an off white solid (250 mg); H NMR (400 MHz, CDC13) delta5.49 (s, 4H), 7.66 (s, 1H), 7.81 (s, 1H)Toa stirred solution of a mixture of 4,6-dibromopyridazin-3-amine and 4-bromo-6-iodopyridazin-3-amine (10 g, compounds not separated in previous step,estimated 34 mmol) in methanol (90 mL) was added solid sodium methoxide (3.6 g,67 mmol) at room temperature and the reaction mixture stirred at 90C for16hrs. More sodium methoxide was added regularly until all starting materialhad been consumed. The cooled solution was concentrated in vacuo and theresidue poured into water (200 mL). The resulting solution was extracted withEtOAc three times and the organic layers were combined, dried (MgSC^), andconcentrated in vacuo. The residue was purified by silica column chromatography(eluent: chloroform: methanol (98:0.2 to 90:10) to afford the title mixture ofmethoxy ethers (3.0g, taken into next steps without further purification); HNMR (400 MHz, CDC13) delta 3.90 (s, 3H), 3.92 (s, 3H), 5.05 (m, 3H),6.75 (s, 1H), 6.91 (s, 1H).To a stirred solution of (6-bromo-4-methoxypyridazin-3-amine and 6-iodo-4-methoxy- pyridazin-3 -amine (0.8 g, mixture not separated in previous step, estimated 3.92 mmol) in pyridine (9 mL) was added (3,5-dichlorophenyl)methanesulfonyl chloride (1.02 g, 3.92 mmol) at room temperature and the mixture stirred for 16 hrs. Water was then added and the mixture extracted with EtOAc (3x 150 mL). The combined organic layers were washed with more water and brine, then concentrated and purified by flash silica chromatography (eluent: 1% MeOH:DCM) to afford a mixture of methoxy ethers (250mg). To this mixture in DCM (5 mL) was added neat boron tribromide (166 mu, 1.76 mmol) and the mixture stirred for 3h before being diluted with DCM and neutralised with saturated NaHC03 (pH 7). The phases were separated and the aqueous phase extracted with DCM and EtOAc. The combined organic layers were dried (MgSC^), the mixture filtered and the filtrate concentrated to dryness to yield an oil which was purified by automated reverse phase HPLC (low pH method) to afford 1 -(3,5-dichlorophenyl)-N-(4- hydroxy-6-iodopyridazin-3-yl)methanesulfonamide (22 mg, 16%) and -(6-bromo-4- hydroxypyridazin-3-yl)-l-(3,5)-dichlorophenyl)methanesulfonamide (22 mg, 18%)., 187973-60-0

The synthetic route of 187973-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SYNTHETIC EXAMPLE 4 Synthesis of N-(2-nitrobenzoyl)-N’-[4-(6-bromo-3-pyridazinyloxy)-3-nitrophenyl]urea (Compound No. 7) 3.0 g of 3,6-dibromopyridazine was dissolved in 15 ml of dimethyl sulfoxide. To this solution, a mixture of 2.0 g of 4-amino-2-nitrophenol, 3.6 g of potassium carbonate and 10 ml of water was added and, after flushing with nitrogen, the mixture was reacted at a temperature of from 100 to 110 C. for 2 hours. After the completion of the reaction, the reaction product was cooled and poured into water, and then extracted with methylene chloride. The extract layer was washed with an aqueous sodium hydroxide solution and then with water, and dried over anhydrous sodium sulfate. Then, the solvent was distilled off, whereby 2.4 g of 4-(6-bromo-3-pyridazinyloxy)-3-nitroaniline was obtained., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US4677111; (1987); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem