Month: August 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14161-11-6,3,4,5-Trichloropyridazine,as a common compound, the synthetic route is as follows.

2-(l-(5-Chloro-6-hydrazinylpyridazin-4-yl)piperidin-4-yl)benzonitrile. A mixture of 3,4,5-trichloropyridazine (0.50 g, 2.73 mmol), 2-(piperidin-4-yl)benzonitrile hydrochloride (0.607 g, 2.73 mmol), and potassium carbonate (0.791 g, 5.72 mmol) in dioxane (9.1 ml) and water (1 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (4.94 ml, 54.5 mmol) was added. The mixture was heated to reflux for 16 h. The reaction was diluted with ethyl acetate and water. The ethyl acetate layer was washed with water and concentrated to give 2-(l-(5-chloro-6- hydrazinylpyridazin-4-yl)piperidin-4-yl)benzonitrile as a brown oil. Rt = 0.71 min, (M+H)+ = 329.1. The material was used without purification

The synthetic route of 14161-11-6 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

120276-59-7, 3-Chloro-6-(chloromethyl)pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of N-(3-(trifluoromethyl)phenyl)tetrahydro-2H-thiopyran-4-carboxamide 1,1- dioxide (150 mg, 0.467 mmol), 3-chloro-6-(chloromethyl)pyridazine (152 mg, 0.934 mmol) and potassium carbonate (129 mg, 0.934 mmol) in DMF (3 mL) was placed in a microwave tube and heated at 80 C for 0.5 h. The contents in the flask were diluted with ethyl acetate (30 mL) and water (20 mL). The phases were separated, and the organics washed with brine (2 x 30 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash silica gel chromatography (ISCO; 4 g SepaFlash Silica Flash Column, Eluent of 0-40% MeOH/DCM gradient 18 mL/min) followed by prep-TLC (SiO2, DCM: MeOH=10:1) to give N-((6-chloropyridazin-3-yl)methyl)-N-(3-(trifluoromethyl) phenyl) tetrahydro-2H-thiopyran-4-carboxamide 1,1-dioxide as an oil. ESI-MS m/z [M+CN] +: 448.0.

As the paragraph descriping shows that 120276-59-7 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALJI, Abbas; BERGER, Richard; STUMP, Craig, A.; SCHLEGEL, Kelly Ann, S.; MULHEARN, James, J.; GRESHOCK, Thomas, J.; WANG, Deping; FRALEY, Mark, E.; JONES, Kristen, G.; (273 pag.)WO2017/222951; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-88-3, 4-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of compound Jl (4.5 g, 47.8 mmoles), compound J2 (8.12g, 76.5 mmoles), and anhydrous ZnCl2 was heated to 160 C under N2, and allowed to stir at this temperature for 5 hours. The resulting oil was purified using flash chromatography on silica gel using 30% Hexanes/EtOAc to provide 5.92 grams (67%) of compound J3.

The synthetic route of 1120-88-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2008/108958; (2008); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of pyridazine (2.0 g, 25.0 mmol) in DCM (300 mL), were added trimethylsilyl cyanide (6 mL, 45 mmol) and aluminum chloride (10 mg, 0.075 mmol). After stirring the reaction mixture at RT for 10 minutes, a solution of 4-methylbenzenesulfonyl chloride (8.2 g, 43 mmol) in DCM (10 mL) was added dropwise via an addition funnel over 30 minutes. The resulting light orange solution was left stirring at RT overnight. The reaction mixture was concentrated to give a light brown solid. To this material, was added EtOH (50 mL). A white precipitate was seen, it was filtered and washed with ethanol to give 2-tosyl- 2,3-dihydropyridazine-3-carbonitrile (crude 6.0 g, quantitative yield). LC-MS (ESI): m/z (M+H) = 262.

The synthetic route of 289-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REMEDY PLAN, INC.; CRIMMINS, Gregory, Thomas; DE JESUS DIAZ, Dennise, Alexandra; BHURRUTH-ALCOR, Yushma; (483 pag.)WO2019/213570; (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.16401-70-0,N-Methylpyridazin-4-amine,as a common compound, the synthetic route is as follows.

A solution of 594 mg 5-methyl-1 -(1 -spiro[2.2]pentan-5-ylethyl)pyrazole-4-carbonyl chloride in 5 mL THF was added dropwise to a solution of 271 mg N-methylpyridazin-4-amine and 315 mg triethylamine in 30 mL THF at 0C. The mixture was stirred at 20-25C for about 20 h, the solvent was evaporated and the residue was diluted with 70 mL dichloromethane, washed with 2 10 mL water, dried over MgSC and evaporated. Purification by flash chromatography (CH2CI2/MeOH) gave 522mg of the title compound. HPLC-MS: RT 0.842 min, m/z [MH]+ 312.2

The synthetic route of 16401-70-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BASF SE; BASF SCHWEIZ AG; SOeRGEL, Sebastian; SAeLINGER, Daniel; DEFIEBER, Christian; LANGEWALD, Juergen; GOCKEL, Birgit; HADEN, Egon; CULBERTSON, Deborah L.; GUNJIMA, Koshi; WO2013/189801; (2013); 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.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

crude oil thus obtained in dry dimethylformamide (5.00 mL) then 2-(t-butyl)-4,5-dichloro-2-hydropyridazin-3-one (0.166 g, 0.750 mmol) and cesium carbonate (0.326,1.00mmol ) it was treated at ambient temperature, each one time. Then, the resulting suspension was immersed in an oil bath , with vigorous stirring, and maintained for 21 hours at 65 C.After cooling to ambient temperature, a funnel suspension is separated and transferred to the water and ethyl acetate (each 20 ml) divided into, a separating layer. Next, the washing and drying (2¡Á20mL) ethyl acetate, ethyl acetate aqueous layer in combination with magnesium sulfate, filtration, the amber color of the concentrated oil under reduced pressure. Subsequently, coarse material, 7:3 hydroxypentanoic/ethyl acetate is used, is purified by using silica chromatography (30¡Á180mm). 200-350mL peak elution of the collecting main product, pools, in reduced pressure to concentrate the white solid (0. 191g, 0. 400mmol; 79. 9%).1H NMR : (300MHz, CDCl3) delta7. 71 (1H, s), 7. 15 (1H, d, J = 1. 9Hz), 6. 92 (1H, d, J = 2. 0Hz), 5. 21 (2H, s), 4. 74 (2H, dt, J = 47. 1, 5. 9Hz), 4. 13 (2H, t, J = 6. 0Hz), 3. 86 (3H, s), 2. 17 (2H, dtt, J = 25. 5, 6. 0, 6. 0Hz), 1. 64 (9H, s).13C NMR : (75MHz, CDCl3) delta158. 9,154. 1,153. 4,145. 8,131. 9,125. 0,123. 2,118. 6,118. 0,110. 2, 81. 0 (d, JCF= 164Hz), 71. 0, 68. 9 (d, JCF= 5. 5Hz), 66. 5, 56. 1, 31. 3 (d, JCF= 20. 2Hz), 27. 8. HRMS C19H2379Br35ClN2O4to calculated value (M+H): 477. 0587 ; measured value: 477. 0589. TLC: Rf0. 15 (silica gel, 4:1 hydroxypentanoic/ethyl acetate, CAM).

84956-71-8 2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one 2782225, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; LANTHEUS MEDICAL IMAGING INCORPORATED; CESATI, RICHARD R; RADEKE, HEIKE S; PANDEY, SURESH K; PUROHIT, AJAY; ROBINSON, SIMON P; (297 pag.)JP2015/531760; (2015); 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.20074-67-3,Perchloropyridazine,as a common compound, the synthetic route is as follows.

Weigh 0.4 g (1.22 mmol) of intermediate 6, 0.044 g (0.20 mmol) of 3,4,5,6-tetrachloropyridazine, 2.6 g (12.2 mmol) of tripotassium phosphate, 0.007 g (0.006 mmol) of tetrakis(triphenylphosphine)palladium in 100 ml dried two-necked flask was charged with 50 mL (toluene:ethanol=5:1) as a reaction solvent, under nitrogen, and heated to 80 C for 20 hours. After completion of the reaction, the solvent was extracted under reduced pressure and extracted with dichloromethane (25 mL x 3). The extracts were combined and dried over anhydrous magnesium sulfate. The solvent was dried and dried. The crude product was treated with petroleum ether and dichloromethane (PE:DCM=15:1) And the column was purified by column chromatography to obtain 0.21 g of a pale yellow crystalline powder, Yield 84.2%.

The synthetic route of 20074-67-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dalian University of Technology; LI, JIUYAN; SUI, KAI; LIU, DI; (19 pag.)CN106243091; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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

A RBF was charged with perfluorophenyl 1-(5,6-dichloro-2-methoxypyridin-3-yl)-2-oxo-1,2-dihydroquinoline-6-sulfonate (0.68 g, 1.199 mmol) and pyridazin-3-amine (0.137 g, 1.438 mmol). DMSO (2.2 ml) was added to give a solution which was then diluted with THF (7.14 ml). The flask was cooled in an ice-water bath for 15 min, then lithium bis(trimethylsilyl)amide (1M in THF) (2.64 ml, 2.64 mmol) was added dropwise, slowly over 2 min. After 15 min, the mixture was diluted with 1N aq. HCl and EtOAc. The layers were separated, and the aq. layer was extracted with EtOAc (2*). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (100-g SNAP Ultra column, 10-70% of a 3:1 EtOAc/EtOH solution in heptane with 10% DCM as additive). Fractions containing pure product were combined and concentrated to give 1-(5,6-dichloro-2-methoxypyridin-3-yl)-2-oxo-N-(pyridazin-3-yl)-1,2-dihydroquinoline-6-sulfonamide (0.25 g, 0.523 mmol, 43.6% yield) as an off-white solid. m/z (ESI) 478.0 (M+H)+.

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; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Ethyl (cis)-2-r(6-chloropyridazin-4-yl) amino] cyclohexanecarboxylate (I- 22a)3,5-dichloropyridazine (1.6 g, 10.74 mmol), ethyl (cis)-2-aminocyclohexanecarboxylate hydrochloride(CA, 2.454 g, 11.81 mmol), and triethylamine (5.63 mL, 32.2mmol) were added to DMSO (10.0 ml) and heated for 5 hrs at 120 C and then allowed to stir at room temperature for 24hr. Solvents were removed in vacuo. The residue was dissolved in EtOAc and then poured into sat. sodium bicarb. The aqeuous layer was removed and back extracted with EtOAc. The combined organics were washed with brine, dried over sodium sulfate and concentrated to an oil. Purification on biotage again (DCM:MeOH, 0-9%B) and concentration afforded the product, I-22a, as a solid (2.207g, 71.7%). LRMS (ESI) m/z 284.0 [(M+H)+; calcd for C13H18C1N302: 284.0].

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BUTCHER, John, W.; WITTER, David; DINSMORE, Christopher; KIM, June; HENDRIX, John; ARCHARYA, Raksha; AHEARN, Sean, P.; JUNG, Joon; RIVKIN, Alexey; JONES, Philip; WO2013/52355; (2013); 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.15456-86-7,4-Bromo-1,2-dihydropyridazine-3,6-dione,as a common compound, the synthetic route is as follows.

The solid in two batches was treated with phosphorus oxychloride (2×200 ml) and heated to reflux for 3.5 h. The mixture was cooled, evaporated and azeotroped with toluene. The residue was partitioned between dichloromethane and saturated aqueous sodium bicarbonate solution and extracted with DCM twice more. The organic extracts were dried and evaporated. This residue was re-dissolved in dichloromethane, and chromatographed on silica gel (300 g) (DCM as eluent) to give a white solid (101.5 g, 87%). (LC/MS analysis showed ca. 20-30% impurity, isomers of bromo- dichloropyridazine).MS (+ve ion electrospray) m/z 184/185/186 (MH+), trichloropyridazineMS (+ve ion electrospray) m/z 228/229/231 (MH+), bromo-dichloropyridazine.

The synthetic route of 15456-86-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/115947; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem