Heterocyclic Building Blocks-Pyridazine

1837-55-4, In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 1837-55-4, name is 3,5-Dichloropyridazine, introducing its new discovery.

CHROMENOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS

The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula (I); where A1, A2, G, R1, R2, R3, R4, and W are described herein.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.1837-55-4, you can also check out more blogs about1837-55-4

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Pyridazine | C4H4N1166 – PubChem

 

Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In a patent, 1178884-53-1, molecular formula is C5H4BrClN2O, introducing its new discovery. 1178884-53-1

ANTIVIRAL COMPOUNDS

The present invention discloses compounds of Formula I wherein the variables in Formula I are defined as described herein. Also disclosed are pharmaceutical compositions containing such compounds and methods for using the compounds of Formula I in the prevention or treatment of HCV infection.

1178884-53-1, If you are hungry for even more, make sure to check my other article about 1178884-53-1

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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

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

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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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50681-26-0,6-Chloro-3-hydroxypyridazine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

50681-26-0, 6-chloro-3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid (2.0 g, 11.2 mmol) is taken up in MeOH (20 mL), combined with cone. H2SO4 (2 mL) and heated to boiling for 3 h. The reaction solution is combined with H2O, extracted with DCM, washed with NaCl-sln., dried on MgSO4, the solvent is removed and methyl carboxylate B.l-lf (HPLC-MS: tRet. = 1.47 min; MS(M+H)+ = 189; method AFEC) is obtained.

50681-26-0 6-Chloro-3-hydroxypyridazine-4-carboxylic acid 334015, apyridazine compound, is more and more widely used in various fields.

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Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7114; (2010); A2;,
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19064-67-6, 6-Chloro-3-hydroxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 2 (1.5 g, 12 mmol) was dissolved in water.Add liquid bromine (1.8 mL, 36 mmol),Potassium bromide (4.3 g, 36 mmol),After potassium acetate (1.76 g, 18 mmol),Heated to reflux,TLC was used to detect the progress of the reaction.The reaction was stirred overnight.The reaction is complete,Add appropriate amount of ethyl acetate and dilute the extract.Washed with saturated saline,The organic phase is concentrated,Separation and purification by silica gel column chromatography (ethyl acetate / petroleum ether = 1/2).1.76 g of a white solid compound 8 was obtained in a yield of 71%.

19064-67-6, 19064-67-6 6-Chloro-3-hydroxypyridazine 252828, apyridazine compound, is more and more widely used in various fields.

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Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Duan Wenwen; Ding Jian; Wan Penghui; Shen Aijun; Lu Dong; Liu Hongchun; Wei Aihuan; Zhang Minmin; Zeng Limin; Cao Jingchen; (57 pag.)CN109280032; (2019); A;,
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5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 2; Synthesis of 6-CHLOROPYRIDAZINE-3-CARBOXYLIC ACID PENTYLAMIDE; To a mixture of 6-oxo-1,6-dihydropyridazine-3-carboxylic acid monohydrate (3.50 g, 22.1 mmol) in chloroform (110 mL) was added thionyl chloride (8.1 mL, 110 mmol) then catalytic amount of DMF (0.6 mL). The reaction mixture was heated at reflux for 20 hours during this time reaction mixture turn to dark green. After cooling the solvent was removed in vacuo. The crude material was dried under high vacuum for 30 minutes. The residue dissolved in dichloromethane (110 mL) was added dropwise to a solution of amyl amine (3.84 mL, 33.1 mmol) and triethylamine (5.60 mL, 40.2 mmol) at 0 C. The reaction mixture was stirred at room temperature for 2 hours. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated. The crude material was purified by column chromatography eluting with ethyl acetate:hexane (4:1) to obtain 6-chloropyridazine-3-carboxylic acid methylpentyl amide (4.8 g, 99%). M.p. 98-101 C. 1H NMR (300 MHz, CDCl3) delta 8.28 (d, J=7.2 Hz, 1H), 8.05 (s, br., 1H), 7.68 (d, J=7.2 Hz, 1H), 3.51 (q, J=5.6 Hz, 2H), 1.69-1.63 (m, 2H), 0.90 (t, J=5.6 Hz, 3H). 13C NMR (75 MHz, CDCl3) delta 161.5, 158.9, 151.8, 129.4, 128.1, 39.8, 29.1, 29.1, 22.4, 14.0. MS (ES+) m/z 228 (M+1).

5096-73-1, The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

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Patent; XENON PHARMACEUTICALS INC.; US2008/207587; (2008); A1;,
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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: A 10 mL round-bottomed flask containing a magnetic stirbar was charged with CuI (0.1 mmol) followed by L-hydroxyproline (0.2 mmol),6-iodopyridazin-3-amine (1.3 mmol) and K3PO4 (3.0 mmol). The flask wasflushed with N2 and a solution of the appropriate amine (1.0 mmol) inanhydrous DMSO (1.5 mL) was then added. The mixture was stirred under N2at 50 C for 24 h. MeOH (5 mL) and H2O (5 mL) were added and the stirredmixture was neutralised by dropwise addition of AcOH. The resultant solidswere allowed to settle out and the supernatant solution added to the top of astrong cation exchange (SCX) column. The remaining solid was washed withfurther MeOH (5 mL), and the washings also added to the SCX column. Thesolution was allowed to elute slowly through the column, which was thenflushed with further MeOH. These MeOH washings were discarded. A 1 Msolution of NH3 in MeOH was flushed through until elution of the product wascomplete and the solvent was evaporated under reduced pressure to yield acrude material. Purification was done by flash silica chromatography, elutiongradient typically 0-10% MeOH in CH2Cl2. Relevant fractions were evaporatedto dryness to afford the desired product., 187973-60-0

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

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Article; Bethel, Paul A.; Roberts, Bryan; Bailey, Andrew; Tetrahedron Letters; vol. 55; 37; (2014); p. 5186 – 5190;,
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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.

A mixture of 3,4,5-trichloropyridazine (0.446 g, 2.432 mmol), 2- (piperidin-4-yl)-3-(trifluoromethyl)pyridine (0.56 g, 2.432 mmol), and potassium carbonate (0.706 g, 5.11 mmol) in dioxane (8 ml) was heated to reflux for 1 h. The mixture was cooled and 35% hydrazine (4.41 ml, 48.6 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 4- chloro-3 -hydrazinyl-5-(4-(3 -(trifluoromethyl)pyridin-2-yl)piperidin- 1 -yl)pyridazine as a brown oil. LCMS: Rt = 0.76 min, (M+H)+ = 373.7. The material was used without purification., 14161-11-6

As the paragraph descriping shows that 14161-11-6 is playing an increasingly important role.

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Patent; BRISTOL-MYERS SQUIBB COMPANY; MATTSON, Ronald J.; MENG, Zhaoxing; GUERNON, Leatte R.; WO2013/192306; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

General procedure: The Miyaura borylation reactions were carried out as follows: Chloropyrazines (3.0 mmol), B2pin2 (838 mg, 3.3 mmol), Pd(OAc)2 (14 mg, 2 mol %), PCy3 (34 mg, 4 mol %) and AcOK (750 mg, 7.5 mmol) was added in a 50 ml three necked flask fitted with a condenser, and dioxane (15 ml) was added at last. Then the reaction mixture was stirred at a preheated oil bath 110 oC under nitrogen atmosphere for 10 min. After complete completion of starting material checked by TLC, the reaction was cooled to room temperature, EtOAc (20 ml) was added. After filtration through Celite and concentration under vacuo, the resulting residue was precipitated from n-hexane:Et2O to afford corresponding boronic esters., 1120-95-2

The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lu, Hongtao; Wang, Shengqiang; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Wu, Yangjie; Tetrahedron Letters; vol. 58; 9; (2017); p. 839 – 842;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

5096-73-1, 6-Chloropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5096-73-1

EXAMPLE 14; 3-(5-Methyl-l,3,4-oxadiazol-2-ylV6-f3-[2-(trifluoromethyl)phenoxylazetidin-l-vUpyridazine; Step 1: iV-Acetyl–chloropyridazine-S-carbohvdrazide; Into a flame-dried 250 mL round-bottom flask equipped with a magnetic stirring bar and under N2 was added beta-chloropyridazine-S-carboxylic acid (10 g, 63.1 mmol) in dichloromethane (150 mL) and DMF (6.10 mL, 79 mmol). The suspension was treated with oxalyl chloride (6.07 mL, 69.4 mmol) and stirred at room temperature for 30 min, becoming a brown biphasic solution. The solvents were removed under evaporation and the residue taken up in dichloromethane (150 mL) and acetic hydrazine (5.61 g, 76 mmol) and N,N- diisopropylethylamine (22.03 mL, 126 mmol) were added and the solution stirred at room temperature for 4 h. The mixture was cooled, concentrated and poured into a 500 mL separatory funnel containing pH 5 buffer (250 mL) and the mixture was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure to give a purple solid.

The synthetic route of 5096-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK FROSST CANADA LTD.; WO2007/143823; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem