Tag: 6082-66-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

6082-66-2, To a solution of 3,4,6-trichloropyridazine (2.92 g, 15.90 mmol) and 2,2-dimethyl-l- methylsulfonyl-piperazine hydrochloride (4.0 g, 17.4 mmol) in DMA (40 mL) was added Na2CC”3 (3.37 g, 31.79 mmol), the mixture was stirred at 25 C for 2 h. To the mixture was added water (20 mL), extracted with EtOAc (10 mL x3), the combined organic layers were washed with brine (15 mL x2), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/EtOAc=20/l to 3/1), to afford 3,6-dichloro-4-(3,3-dimethyl-4-methylsulfonyl-piperazin-l- yl)pyridazine (4.8 g, 10.61 mmol, 67 % yield) as a green solid. MS (ES+) CnHi6N4Cl202S requires: 338, found 339 [M+H]+.

6082-66-2 3,4,6-Trichloropyridazine 95123, apyridazine compound, is more and more widely used in various.

Reference£º
Patent; TESARO, INC.; LEWIS, Richard T.; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; HAMILTON, Matthew; CROSS, Jason; TREMBLAY, Martin; LEONARD, Paul Graham; (216 pag.)WO2018/136887; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6082-66-2, (b) 2-[(3,6-Dichloro-4-pyridazinyl)oxy]ethanolA solution of ethylene glycol (55 ml) in tetrahydrofuran (200 ml) was treated at around O0C (ice bath cooling) with sodium hydride (60% dispersion in oil, 5.9 g) over 40 minutes. After the addition was complete, 3,4,6-trichloropyridazine (27 g) containing isomers of bromo-dichloropyridazine as impurity was added portionwise and washed in with more dry THF (50ml) and the mixture was stirred at O0C for 1 hour and then at room temperature overnight. The mixture was concentrated (to 1/3 volume) then diluted with aqueous sodium bicarbonate solution and extracted with chloroform (5x) and ethyl acetate (3x). The combined organic extracts were washed with water, dried over sodium sulphate and evaporated and the solids filtered off and washed with CHCI3 (x3) and dried in a vacuum oven overnight at 4O0C affording a white solid (25.5 g, 83%), containing some bromo-derivative (10-15%). MS (+ve ion electrospray) m/z 209/211 (MH+).MS (+ve ion electrospray) m/z 255/7 (MH+), bromo-derivative.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/71936; (2007); 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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

General procedure: To a stirred solution of substituted phenol (5 mmol) in dimethyl formamide (20 mL) was added 60% sodium hydride (5 mmol) under ice-water bath. After further stirring for 30 min, 3,4,6-trichloropyridazine (6, 5 mmol) was added and reacted at room temperature for 1-24 h. The reaction solution was poured into cold water, then the formed solid was filtered, washed with water and dried to give intermediate 7, which didn?t need any further purification. Intermediate 7 (5 mmol) with substituted aniline (5 mmol) and a few drops of 12 M hydrochloric acid was added and boiled with 50 ml ethanol for 12-48 h under reflux. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazine derivatives 8a-l. (0017) Pyridazine derivatives (2 mmol) was boiled with 10 mL acetic acid under reflux overnight. The reaction solution was poured into cold water, then alkalized to pH 8 with 4 M NaOH solution. Then the solid was filtered, washed with water, dried and recrystallized from DMF/H2O to obtain pyridazinone derivatives 9a-l. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (4 mmol) followed by iodomethane (2 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9m. To a mixture of 9e (2 mmol) in DMF (10 mL) was added absolute potassium carbonate (8 mmol) followed by iodomethane (4 mmol). The solution was refluxed overnight, then poured into cold water, filtered, washed with water, dried and recrystallized from DMF/H2O to obtain 9n.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Article; Li, Dongyue; Zhan, Peng; Liu, Huiqing; Pannecouque, Christophe; Balzarini, Jan; De Clercq, Erik; Liu, Xinyong; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 2128 – 2134;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.,6082-66-2

(a) 2-[(3,6-Chloro-4-pyridazinyl)thio]ethanol; A solution of 3,4,6-trichloropyridazine (25 g) in tetrahydrofuran (200 ml) and triethylamine (19 ml) was treated at 00C (ice bath cooling) with 2- mercaptoethanol (8.33 ml) over 5 minutes. After the addition was complete, the mixture was stirred at room temperature for 72 hours. The mixture was stirred with aqueous sodium bicarbonate solution and dichloromethane and the solid was collected, washed with water, ether and pentane and dried in vacuo, giving (22.9 g). The combined aqueous and organic fraction was evaporated to half volume giving further solid, which was washed and dried as above (5.0 g). The total yield of solid (27.9 g; 91 %) contained some bromo-analogue (5-10%) by NMR.

The synthetic route of 6082-66-2 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

Phenylmethanol (6.72 g, 62.2 mmol) was added dropwise to a suspension of sodium hydride (60 % suspension in mineral oil; 2.486 g, 62.2 mmol) in tetrahydrofuran (100 ml) at room temperature. The resulting mixture was stirred for 1 hour and then cooled to 0 C before 3,4,6-trichloropyridazine (5.7 g, 31.1 mmol) was added portion-wise over 10 minutes. The reaction was then allowed to warm to room temperature and stirred for 16 hours before being poured into water and extracted with ethyl acetate (twice). The organic layer was washed with brine, dried (MgSC^) and evaporated. The residue was purified by silica chromatography (eluting with 5-20 % ethyl acetate in petrol containing 5 % tetrahydrofuran) to yield 3,4-bis(benzyloxy)-6-chloropyridazine (4.0 g, 12.24 mmol, 39 % yield) as the major product.’H NMR (400 MHz, DMSO-d6): delta ppm 7.31 – 7.52 (m, 1 1 H) 5.51 (s, 2 H) and 5.31 (s, 2 H).

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA CAMBRIDGE LIMITED; FARNABY, William; FIELDHOUSE, Charlotte; HAZEL, Katherine; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; WO2014/96757; (2014); 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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

Phenylmethanol (6.72 g, 62.2 mmol) was added dropwise to a suspension of sodium hydride (60 % suspension in mineral oil; 2.486 g, 62.2 mmol) in tetrahydrofuran (100 ml) at room temperature. The resulting mixture was stirred for 1 hour and then cooled to 0 C before 3,4,6-trichloropyridazine (5.7 g, 31.1 mmol) was added portion-wise over 10 minutes. The reaction was then allowed to warm to room temperature and stirred for 16 hours before being poured into water and extracted with ethyl acetate (twice). The organic layer was washed with brine, dried (MgSC^) and evaporated. The residue was purified by silica chromatography (eluting with 5-20 % ethyl acetate in petrol containing 5 % tetrahydrofuran) to yield 3,4-bis(benzyloxy)-6-chloropyridazine (4.0 g, 12.24 mmol, 39 % yield) as the major product.’H NMR (400 MHz, DMSO-d6): delta ppm 7.31 – 7.52 (m, 1 1 H) 5.51 (s, 2 H) and 5.31 (s, 2 H).

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA CAMBRIDGE LIMITED; FARNABY, William; FIELDHOUSE, Charlotte; HAZEL, Katherine; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; WO2014/96757; (2014); 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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

Step 1: 4,6-dichloropyridazin-3(2H)-one and 5,6-dichloropyridazin-3(2H)-one A solution of 3,4,6-trichloropyridazine (20.0 g, 109.04 mmol) in HOAc (100 mL) was heated at 100 C for 12 h, at which time TLC indicated the reaction had gone to completion. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel chromatography (petroleum ether : Ethyl acetate = 1 : 1 ) to give the title compounds (11.2 g, 63% yield) (1 : 1 ratio of regioisomers) as a white solid. LCMS M/Z (M+H) 165. Step 2: 4,6-dichloro-2-methylpyridazin-3-(2H)-one and 5,6-dichloro-2-methylpyridazin-3-(2H)-one To a suspension of 4,6-dichloropyridazin-3(2H)-one and 5,6-dichloropyridazin-3(2H)-one (11.2 g, 67.89 mmol), and Cs2CO3 (33.2 g, 101.83 mmol) in DMF (100 mL) was added CH3I (10.6 g, (0355) 74.68 mmol). The resulting mixture was stirred at 25 C for 15 h, at which time TLC indicated the reaction had gone to completion. The reaction mixture was quenched by addition of a saturated aqueous solution of ammonium chloride (100 mL), and then extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether : ethyl acetate = 1 : 1 ) to give the title compounds (7.5 g, 62% yield) (1 : 1 ratio of regioisomers) as white solids. LCMS M/Z (M+H) 179. Step 3: 4-amino-6-chloro-2-methylpyridazin-3-(2H)-one A mixture of 4,6-dichloro-2-methylpyridazin-3(2H)-one (7.5 g, 41.90 mmol, mixture with 5,6- dichloro-2-methylpyridazin-3(2H)-one) in ammonium hydroxide (48%, 50 mL) was heated at 120 C for 15 h in a sealed tube, at which time LCMS indicated that the reaction had gone to completion. After cooled, the product was collected by filtration. The crude solid was washed with water and dried under reduced pressure to give a mixture of two regioisomers (3.8 g, 57%, 1 : 1 ratio) as white solids. LCMS M/Z (M+H) 160. Step 4: 4-amino-6-chloro-5-iodo-2-methylpyridazin-3-(2H)-one To a solution of 4-amino-6-chloro-2-methylpyridazin-3(2H)-one (3.8 g, 23.81 mmol, mixture with regio- isomers) in acetonitrile (60 mL) was added l -iodopyrrolidine-2,5-dione (5.4 g, 23.81 mmol). The reaction mixture was heated to reflux for 3 h, at which time LCMS indicated that the reaction had gone to completion. After cooled, the reaction was quenched by addition of a saturated aqueous solution of ammonium chloride (20 mL), and then extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (petroleum ether : ethyl acetate = 1 :3) to give a mixture of regioisomers with a 1 : 1 ratio (2.5 g, 37% yield) as yellow solids. LCMS M/Z (M+H) 286.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Chlorobenzo[5, 6] [1, 4] dioxino[2, 3-c] pyridazine (51) To a suspension of sodium hydride (15.0 g, 375.0 mmol) in 1, 4-dioxane (400 mL) was added benzene-1, 2-diol (36.0 g, 320.0 mmol) and 3, 4, 6-trichloropyridazine (60.0 g, 320.0 mmol) under the ice-bath. The resulting solution was stirred at 100 C. for 10 h before quenched by the addition of saturated NaCl(aq) (100 mL). The resulting solution was extracted with ethyl acetate (3*500 mL) and the organic layers combined. Then the organic layer was washed with brine. The mixture was dried over anhydrous sodium sulfate and filtered. The residue was purified by flash column chromatography with ethyl acetate/petroleum ether (1:3) to afford 3-chlorobenzo[5, 6][1, 4] dioxino[2, 3-c] pyridazine (51) as a white solid (32.0 g, 50%). ESI-MS, m/z=221 [M+H]+.

The synthetic route of 6082-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tsai, Guochuan Emil; Wang, Ching-Cheng; Hsieh, Yuan-Ting; (53 pag.)US2019/112289; (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.6082-66-2,3,4,6-Trichloropyridazine,as a common compound, the synthetic route is as follows.

Step 1: 3-(1-(3,6-dichloropyridazin-4-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole To a solution of 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole (Intermediate 5; 200 mg; 0.59 mmol) in MeCN (10 mL) was added 3,4,6-trichloropyridazine (97 mg; 0.529 mmol) and K2CO3 (146 mg; 1.06 mmol) under nitrogen. The mixture was sirred at 85 C. for 24 hours, diluted with EtOAc (100 mL), washed with water (50 mL*3), brine (50 mL), dried over anhydrous Na2SO4, filtered, concentrated, and purified by reversed phase flash chromatography to afford 100 mg (39%) of the title compound a the yellow solid. LC-MS: m/z 488 [M+H]+. 1H NMR (400 MHz, CDCl3) delta [ppm]: 8.77 (s, 1H), 8.15 (s, 1H), 8.12 (s, 1H), 7.96 (s, 1H), 7.94 (s, 1H), 7.80 (dd, J=10.0, 2.4 Hz, 1H), 7.76 (s, 1H), 7.63-7.56 (m, 2H), 7.54-7.48 (m, 2H), 7.12 (td, J=8.8, 2.4 Hz, 1H).

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; Crosignani, Stefano; Cauwenberghs, Sandra; Deroose, Frederik; US2015/133422; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

6082-66-2, 3,4,6-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(i) 2-[(3,6-Dichloro-4-pyridazinyl)oxy]ethanol; A solution of ethylene glycol (55 ml) in tetrahydrofuran (200 ml) was treated at around 00C (ice bath cooling) with sodium hydride (60% dispersion in oil, 5.9 g) over 40 minutes. After the addition was complete, 3,4,6-trichloropyridazine containing isomers of bromo-dichloropyridazine as impurity (27 g) was added portionwise and washed in with more dry THF (50ml) and the mixture was stirred at 00C for 1 hour then at room temperature overnight. The mixture was concentrated (to 1/3 volume) then diluted with aqueous sodium bicarbonate solution and extracted with chloroform (5x) and ethyl acetate (3x). The combined organic extracts were washed with water, dried over sodium sulphate and evaporated and the solid filtered off and washed with CHCI3 (x3) and dried in a vacuum over overnight at 400C affording a white solid (25.5 g, 83%), containing some bromo-derivative (10-15%). MS (+ve ion electrospray) m/z 209/211 (MH+). MS (+ve ion electrospray) m/z 255/7 (MH+), bromo-derivative.

As the paragraph descriping shows that 6082-66-2 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/128961; (2008); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem