Month: September 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.

EXAMPLE 95 1-[2-(Pyridazin-4-ylamino)-ethyl]-piperazin-2-one. 1-(2-Aminoethyl)-4-(tert-butyloxycarbonyl)-piperazin-2-one from EXAMPLE 92, Part A (1.0 g, 4.1 mmol) is treated with 3,4,5-trichloropyridazine (0.81 g, 4.1 mmol), triethylamine (0.57 ML, 4.1 mmol), THF (25 ML) and heated to 120 C. in a sealed tube for 3 hours.Upon cooling, the solution is diluted with ethyl acetate and washed with aqueous sodium bicarbonate (25 ML), water and dried over sodium sulfate.The organic layer is concentrated and chromatographed (5% methanol/methylene chloride) to give a mixture of isomers (0.8 g, 20 mmol).The mixture is dissolved in 0.5 M sodium methoxide in methanol (200 ML), treated with 10% Pd/C (0.5 g) and agitated under 50 PSI of hydrogen for 20 hours.The reaction mixture is filtered; the filtrate is concentrated to a residue which is chromatographed (NH4OH/H2O/MeOH/EtOAc, 1:1:2:90) to give crude 4-(tert-butyloxycarbonyl)-1-[2-(pyridazin-4-ylamino)-ethyl]-piperazin-2-one.This material is dissolved in a minimal amount of THF and treated with a saturated solution of HCl in ethyl acetate (50 ML).The solution is stirred at ambient temperature for 2 h and diluted with diethyl ether (50 ML).The precipitated title compoundcompound is collected and air dried (0.5 g, 1.7 mmol). MS m/z: 367, [M+1]+; 1H NMR (CD3OD, 300 MHz) delta8.8 (d, 1H), 8.5 (s, 1H), 7.4 (d, 1H), 4.1 (s, 2H), 3.5-3.8 (m, 8H)., 14161-11-6

14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); 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.19064-67-6,6-Chloro-3-hydroxypyridazine,as a common compound, the synthetic route is as follows.

To a 250-mL round-bottom flask was placed a solution of 6- chloro-2,3-dihydropyridazin-3-one (1.87 g, 14.33 mmol) and 2-chloro-N-[4- (trifluoromethyl)phenyl]propanamide (3 g, 11.92 mmol, as prepared in the previous step) in acetone (60 mL) then K2CO3 (4.9 g, 35.20 mmol) was added. The reaction was stirred at 60C for 16 h, then the solids were filtered out and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography eluting with EtO Ac/petroleum ether (1:20 up to 1: 1) affording 1.4 g (34%) of the title compound as a white solid. Mass Spectrum (LCMS, ESI pos): Calcd. for (0182) Ci4H12ClF3N302+: 346.1 (M+H); Found: 346.1. H NMR (300 MHz, DMSO-cfe): delta 10.62 (s, 1H), 7.80-7.77 (d, / = 8.4 Hz, 2H), 7.70-7.62 (m, 3H), 7.12-7.08 (d, / = 9.9 Hz, 1H), 5.43-5.34 (q, / = 7.2 Hz, 1H), 1.61-1.59 (d, / = 7.2 Hz, 3H)., 19064-67-6

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

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; PARKS, Daniel; MUNOZ, Benito; (66 pag.)WO2018/81378; (2018); 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

Example 21: Preparation of 1-(4-chlorophenylamino)-4-(4-pyridylmethoxy)pyridazine [51.2] Step 1: To a mixture of 3,6- dibromo-pyridazine (500 mg, 2.10mmol, for preparation see Pwdrali et al.; J.Org. Chem.; 23, 1958; 778) and 4-pyridylcarbinol (229 mg. 2.10 mmol) in anhydrous tetrahydronfuran (10 mL) at 0 C under argon was added sodium hydride (302 mg, 12.6 mmol). The reaction mixture was warmed up to RT and then was stirred at 50 C under argon for 6h. After cooled to 0 C, the resultant orange mixture was diluted with ethyl acetate (20 mL) and then excess sodium hydride was quenched by water until no bubble occurred. The organic layer was collected and washed by brine ( 3 x 10 mL) and dried over anhydrous Na2SO4, filtered, and evaporated in vacuo, which afforded 400 mg (1.50 mmol, 71% yield) of 1-bromo-4-(4-pyridylmethoxy)pyridazine as an oil. The crude product was pure enough to carried out next step reaction without further purification. 1H-NMR (MeOH-d4) 8.52-8.54 (m, 2H), 7.80 (d, 1H), 7.52-7.54 (m, 2H), 7.25 (d, 1H), 5.60 (s, 2H); MS LC 266 M+,269 (M+3H)+, cacl. 266; TLC (3:2 v/v ethyl acetate-hexanes) Rf= 0.20., 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; Bayer Corporation; EP1208096; (2004); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

50681-25-9, 4-Pyridazinecarboxylic Acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,50681-25-9

To a solution of pyridazine-4-carboxylic acid (1 g, 8.06 mmol) in DMF (4.6 mL), 4- Methyl-3-thiosemicarbazide (932 mg, 8.86 mmol) was added. DIPEA (2.48 mL, 14.5 mmol) was added dropwise at RT, then the mixture was cooled in an icebath before adding T3P (50% w/w in EtOAc) (7.2 mL, 12.09 mmol). The reaction was stirred at RT ON. NaOH 4 M solution was added (resulting pH=8). The reaction was diluted with EtOAc and the two resulting phases wereseparated (the upper organic layer eliminated). The pH was increased to 11 NaOH 4 M and the mixture heated to 70 C for 3.5 hrs. The solution was cooled down to 0 C HC1 6 N was slowly added till pHS. A solid formation was observed. The mixture was left stirring at 0 C for further 1 h then the solid was filtered washing with water and Cy. The solid was collected and dried under vacuum affording 1.29 g of title compound (p14, y= 83%). MS (m/z): 194.1 [IVII{]t

The synthetic route of 50681-25-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INDIVIOR UK LIMITED; CREMONESI, Susanna; MICHELI, Fabrizio; SEMERARO, Teresa; TARSI, Luca; (318 pag.)WO2017/21920; (2017); 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.

Step 5: 3-chloro-6-(1-methyl-1/-/-pyrazol-4-yl)pyridazineWater (253 mL) and THF (842 mL) were put in the reaction balloon. The reagents were added one by one to the stirred reaction mixture: potassium phosphate monohydrate 86,2 g (374 mmol) and BTEAC 2,25g (9,88 mmol). Then 3-chloro-6-iodopyhdazine, 45 g (187,2 mmol) and 1-methyl-4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-1 H-pyrazole, 46,73g(224,6 mmol) were added and finally triphenylphosphine, 1 ,96g (7,49 mmol) and palladiumdiacetate, 420 mg (1 ,87 mmol) were added. The reaction mixture was heated at 65C for 16h . The reaction mixture was allowed to cool to 600C. Then 935 mL water and301 , 5g sodium chloride were added. The mixture was stirred for 15 minutes and allowed to cool to 450C. The phases were separated and the organic layer was washed with a solution of 45 g sodium chloride in 374 mL water. The organic layer was separated and stirred with magnesium sulphate (225 g) and charcoal (4,5 g). The mixture was filtered and evaporated. The evaporation residue was co-evaporated with toluene twice and evaporated further till a final volume of 200 ml. This residue was stirred for 16 h at room temperature. The resulting solids were collected by filtration. The solids were dried at reduced pressure affording 29,7 g of the title compound (152,6 mmol, yield 82%).1 H NMR (600 MHz, CHLOROFORM-c/) delta ppm 4.00 (s, 3 H) 7.46 (d, J=8.69 Hz, 1 H) 7.56 (d, J=9.06 Hz, 1 H) 7.98 (s, 1 H) 8.11 (s, 1 H), 135034-10-5

135034-10-5 3-Chloro-6-iodopyridazine 15418839, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WO2008/155378; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

34584-69-5, 3,6-Dichloro-4,5-dimethylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 A mixture of 3.9 parts of 3,6-dichloro-4,5-dimethylpyridazine, 4.2 parts of 1-(2,3-dimethylphenyl)piperazine and 2.94 parts of potassium carbonate was stirred and heated for 4 hours in an oil bath at 190¡ã C. After cooling, the mixture was taken up in water and trichloromethane. The organic layer was separated, dried, filtered and evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 2 parts (30percent) of 3-chloro-6-[4-(2,3-dimethylphenyl)-1-piperazinyl]-4,5-dimethylpyridazine; mp. 194.5¡ã C. (compound 217)., 34584-69-5

The synthetic route of 34584-69-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica N.V.; US5001125; (1991); 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.187973-60-0,6-Iodopyridazin-3-amine,as a common compound, the synthetic route is as follows.

187973-60-0, 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.

As the paragraph descriping shows that 187973-60-0 is playing an increasingly important role.

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

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

5469-70-5, Step-I: A^iV-Dimethyl-iV-pyridazin-S-yl-formamidinemixture of pyridazin-3 -amine (2.0 g, 21.0 mmol) and DMF.DMA (2.86 mL, 21.5 mmol) was refluxed for 2 h. After cooling to room temperature, reaction mixture was concentrated under reduced pressure. To the resulting residue was added ethyl acetate (20 mL). Solid precipitated was filtered through Buckner funnel and dried under vacuum to furnish 3 g (95%) of the titled compound as a solid.

As the paragraph descriping shows that 5469-70-5 is playing an increasingly important role.

Reference£º
Patent; ADVINUS THERAPEUTICS LIMITED; KHARUL, Rajendra; BHUNIYA, Debnath; MOOKHTIAR, Kasim A.; SINGH, Umesh; HAZARE, Atul; PATIL, Satish; DATRANGE, Laxmikant; THAKKAR, Mahesh; WO2013/42139; (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.823-58-5,4-Amino-3,6-dichloropyridazine,as a common compound, the synthetic route is as follows.

823-58-5, To a stirred suspension of 3,6-dichloropyridazin-4-amine (Step 112.1) (1.49 g, 9.09 mmol) in EtOH (15 mL) was added hydrazine hydrate (11.04 mL, 227 mmol) and the resulting mixture was heated up and stirred at 100 00 for 3 hr. The reaction was cooled down to RT andconcentrated under reduced pressure. The crude product was triturated with water (25 mL) to afford the title product (478 mg, 3 mmol, 33% yield) as yellow solid. tR: 0.24 mm (LC-MS 2); ESIMS: 160 [M+H] (LC-MS 2); ESl-MS: 158 [M-H] (LC-MS 2).

The synthetic route of 823-58-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BLANK, Jutta; BORDAS, Vincent; COTESTA, Simona; GUAGNANO, Vito; RUEEGER, Heinrich; VAUPEL, Andrea; WO2014/191896; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1122-63-0, 1-(Pyridazin-3-yl)ethanone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1122-63-0, [Referential Example 13] Lithium 1-(6-methoxy-3-pyridyl)-5-(3-pyridazinyl)-1H-pyrazole-3-carboxylate; [Show Image] 1) Methyl 4-(3-pyridazinyl)-2,4-dioxobutanoate; A 1.0M solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (19 ml) was added dropwise to a solution of 3-acetylpyridazine (2.097 g) in tetrahydrofuran (50 ml) under argon atmosphere at -78C, and the mixture was stirred for 1 hour. A solution of dimethyl oxalate (4.055 g) in tetrahydrofuran (35 ml) was added dropwise to the reaction liquid, and the mixture was stirred at 0C for 2 hours. The reaction solvent was evaporated under reduced pressure, and water and diethylether were added to the residue, then the aqueous layer was separated. The aqueous layer was then acidified with 1N aqueous hydrochloric acid, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure to give methyl 4-(3-pyridazinyl)-2,4-dioxobutanoate (2.63 g, 73%) as a solid. 1H-NMR (400 MHz, CDCl3)delta: 3.97 (3H, s), 7.73 (1H, dd, J = 8.5, 5.1 Hz), 7.96 (1H, s), 8.28 (1H, dd, J = 8.5, 1.8 Hz), 9.38 (1H, dd, J = 5.1, 1.8 Hz). ESI-MSm/z: 209 (M+H)+.

The synthetic route of 1122-63-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem