Simple exploration of 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

Example 30; 4-Chloro-5-(3-cyclobutyl-2,3,4,5-tetrahydro-lH-benzo[d]azepin-7-yloxy)-2-methyl-2H- pyridazin-3-one; General synthesis of Example 30; Step 1.; To a round-bottom flask was added 4,5-dichloro-2H-pyridazin-3-one (10.0 g, 60.6 mmol), potassium carbonate (16.8 g, 121.2 mmol), iodomethane (4.0 mL, 64.3 mmol), and acetonitrile (80 mL). The reaction mixture was heated at reflux for 12 h and was cooled to room temperature. The reaction was filtered and the filtrate was concentrated. The residue was purified by column chromatography (CH2Cl2) to give 8.21 g (76%) of 4,5- dichoro-2-methyl-2H-pyridazin-3-one. 1HNMR (400 MHz, OMSO-d6) 5 8.18 (s, IH), 3.70 (s, 3H) ; MS (m/z) = 179 (M + l)., 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CEPHALON, INC.; WO2009/142732; (2009); A2;,
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Analyzing the synthesis route of 932-22-9

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

932-22-9, Example 35; 5-(3-Cyclobutyl-2,3,4,5-tetrahydro-lH-benzo[d]azepin-7-yloxy)-2-methyl-2H-pyridazin- 3 -one; General synthesis of Example 35:; Step 1: Synthesis of 5-iodo-2H-pyridazin-3-one.; A round-bottom flask contained 4,5-dichloro-2H-pyridazin-3-one (10.0 g, 60.6 mmol) and hydriodic acid (57% in H2O, 80 mL, 606 mmol) was heated at 145 0C for 27 h. After cooled to room temperature, the black precipitation was collected by filtration and was washed with water. The black solid was stirred in water (50 mL) and was added solid sodium thiosulfate (Na2O3S2) in portion until the black color turned grey. The solid material was collected by filtration and was dissolved in 150 mL solvent (MeOH/CH2Cl2 1 :1). It was filtered and the filtrate was concentrated and dried to give 6.13 g (46%) of 5- iodo-2H-pyridazin-3one. 1HNMR (400 MHz, OMS0-d6) delta 13.25 (s, IH), 8.08 (s, IH), 7.54 (s, IH) ; MS (m/z) = 222 (M + 1).

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; CEPHALON, INC.; WO2009/142732; (2009); A2;,
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Simple exploration of 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

932-22-9, Synthesis of 4.5-dichloro-2-(2-chlorobenzvnpyridazin-3(2HVone (5) 4 5 To a solution of compound 4 (3 g, 18.2 mmol), compound 2 (4.5 g, 21.8 mmol) and K2coj (5 g, 36.4 mmol) in DMF (30 mL) was added KI (0.3 g, 1.8 mmol). The solution was stirred at 90 C for 2h. The mixture was cooled to room temperature and quenched with water, extracted with EtOAc for 3 times, combined the organic layer, washed with brine, dried over NaaSOi, filtered, concentrated under reduced pressure, purified by column chromatography [eluting with PE to PE/EtOAc (10: 1)] to give compound 5 (5 g, 96 %) as a white solid.

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
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Analyzing the synthesis route of 932-22-9

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,932-22-9

0495-1 ((Chloromethoxy)methyl)benzene (2.17 mL) was added to a mixture of 4,5-dichloropyridazin-3(2H)-one (2.00 g), 1,8-diazabicyclo[5.4.0]undeca-7-ene (1.85 mL), and N-methylpyrrolidone (24 mL) under ice-cooling, followed by stirring at room temperature for 1 hour. After water and ethyl acetate were added to the reaction mixture, the organic layer was collected by separation, washed sequentially with water and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure, thereby obtaining 2-((benzyloxy)methyl)-4,5-dichloropyridazin-3(2H)-one (2.82 g). MS m/z (M+H): 285.

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
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New learning discoveries about 932-22-9

932-22-9 4,5-Dichloro-3(2H)-pyridazinone 73247, apyridazine compound, is more and more widely used in various fields.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4,5-dichloropyridazin-3-one (20.06 g, 122.3 mmol)And POCl3 (117 mL, 1280 mmol)The mixture was stirred at reflux for 3 hours.After the reaction,The mixture was cooled to room temperature.A mixed suspension of water and ice (100 mL) was then added.The resulting mixture was adjusted to pH = 10 with saturated aqueous Na 2CO 3.It was then extracted with EtOAc (250 mL x 3).The combined organic layers were washed with brine brine (250 mL)Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a white solid (17.80 g, yield: 79.3%)., 932-22-9

932-22-9 4,5-Dichloro-3(2H)-pyridazinone 73247, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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New learning discoveries about 932-22-9

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

932-22-9, Step 1 3,4,5-Trichloropyridazine A stirred solution of 4,5-dichloro-2,3-dihydro-3-pyridazinone (15.00 g, 90.92 mmol) in POCl3 (100 mL) was refluxed for 1.5 h, then concentrated in vacuo. The residue was dissolved in CH2Cl2 (400 mL), washed with water (100 mL), dried over Na2SO4, filtered and concentrated to give 3,4,5-trichloropyridazine. M.S.(M+1):185.00.

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; Claiborne, Christopher F.; Butcher, John W.; Claremon, David A.; Libby, Brian E.; Liverton, Nigel J.; Munson, Peter M.; Nguyen, Kevin T.; Phillips, Brian; Thompson, Wayne; McCauley, John A.; US2002/165241; (2002); A1;,
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Analyzing the synthesis route of 932-22-9

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,932-22-9

To a solution of 4,5-dichloro-1H-pyridazin-6-one (5 g, 30.31 mmol, 1 eq) in dimethylsulfoxide (100 mL) was added diisopropylethylamin (11.75 g, 90.92 mmol, 3 eq) and tert-butyl piperazine-1-carboxylate hydrochloride (6.75 g, 30.31 mmol, 1 eq). The mixture was stirred at 120 C. for 3 hours. The resulting mixture was cooled to room temperature, filtered and quenched by addition of water (500 mL), then extracted with ethyl acetate (100 mL*3). The combined organic phase was washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduce pressure. The residue was purified by silica gel chromatography (dichloromethane: methyl alcohol=200:1 to 100:1). Tert-butyl 4-(5-chloro-6-oxo-1H-pyridazin-4-yl)piperazine-1-carboxylate (8.18 g, 24.95 mmol, 82% yield, 96% purity) was obtained as a yellow solid. LC/MS (ESI) m/z: 315.1 [M+1]+; 1H NMR (400 MHz, CDCl3) delta 11.95 (s, 1H), 7.66 (s, 1H), 3.64-3.57 (m, 4H), 3.44-3.36 (m, 4H), 1.49 (s, 9H).

As the paragraph descriping shows that 932-22-9 is playing an increasingly important role.

Reference£º
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Dong, Hanqing; Homberger, Keith R.; Qian, Yimin; Snyder, Lawrence B.; Wang, Jing; Zimmermann, Kurt; (504 pag.)US2018/215731; (2018); A1;,
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Some tips on 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,932-22-9

Synthesis of 4.5-dichloro-2-(2-(trifluoromethoxy benzvf)pyridazin-3(2HVone (G2-2 To a solution of compound 4 (200 mg, 1.21 mmol), compound 25 (371 mg, 1.45 mmol) and ‘( ‘()’< (335 mg, 2.42 mmol) in DMF (3 mL) was added KI (20 mg, 0.12 mmol). The solution was stirred at 90 C for 2h. The mixture was cooled to room temperature and quenched with water, extracted with EtOAc for 3 times, combined the organic layer, washed with brine, dried over Na_S04, filtered, concentrated under reduced pressure, purified by HPLC to give G2-2 (220 mg, 54%) as a white solid. NMR (DMSO-ife, 300 MHz): delta 5.36 (s, 2H), 7.36-7.41 (m, 3H), 7.44-7.51 (m, IH), 8.25 (s, IH); LCMS [mobile phase: 30-95% Acetonitrile +0.02% NH40Ac] purity is >95%, Rt = 3.989 min; MS Calcd.: 339; MS Found: 340 (M+l)+.

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; BECKWITH, Jonathan Roger; DUTTON, Rachel; ESER, Markus; LANDETA, Cristina; BLAZYK, Jessica L.; MEEHAN, Brian M.; HATAHET, Feras; BOYD, Dana; WO2015/143164; (2015); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Some tips on 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

932-22-9, 4,5-Dichloro-3(2H)-pyridazinone is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4,5-dichloropyridazin-3(2H)-one (10 g, 60.6 mmol) in tetrahydrofuran (60 mL, 1.0M) was treated with pyridinium para-toluene sulfonate (3.03 g, 12.1 mmol) and 3,4-dihydro-2H-pyran (8.5 mL, 93.2 mmol). The reaction was heated at reflux for 5 h and was then treated with a second aliquot of 3,4-dihydro-2H-pyran (5.5 mL, 60.3 mmol). The reaction was stirred at reflux overnight. After this time, the reaction was concentrated in vacuo, taken up in ethyl acetate (250 mL), and washed with a 2N aqueous sodium hydroxide solution (2¡Á250 mL). The organics were then washed with a saturated aqueous sodium chloride solution (250 mL), dried over magnesium sulfate, filtered, rinsed, and concentrated in vacuo. Silica gel column chromatography (Biotage, 330 g, 10% ethyl acetate/hexanes) afforded 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (13.01 g, 86%) as an off-white solid; ES+-HRMS m/e calcd for C9H10N2O2Cl2 [M+Na+] 271.0011, found 271.0012.

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 932-22-9

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.

To a suspension of 4,5-dichloro-2-hydroxypyradizine (5.00 g, 30.3 mmol) in methanol (90 mL) at room temperature, sodium methoxide (30% in methanol, 32.8 mL, 182 mmol) was added. The mixture was heated to reflux for 2 days then was concentrated to dryness. The residue was dissolved in water and acidified with glacial acetic acid. The white precipitate that formed was collected by filtration, washing with water. The solid was dried under vacuum to give 4-chloro-5-methoxypyridazin-3(2H)-one (29-1, 2.99 g).

The synthetic route of 932-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Aviara Pharmaceuticals, Inc.; Biediger, Ronald J.; Benish, Michele A.; Hardy, Lindsay Bonner; Boyd, Vincent A.; Market, Robert V.; Thrash, Thomas P.; Young, Brandon M.; (83 pag.)US2018/312523; (2018); A1;,
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