Category: pyridazine

70952-62-4, 3,6-Dichloro-4-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a mixed solvent of 1,4-dioxane (2.5 mL) and dimethylsulfoxide (2.5 mL) was dissolved 190 mg (1.16 mmol) of 2-cyclopropyl-3-methoxyphenol, 146 mg (1.30 mmol) of potassium tert-butoxide was added to the solution and the resulting mixture was stirred for 10 minutes. To the mixture was added 170 mg (0.950 mmol) of 3,6-dichloro-4-methoxypyridazine and the resulting mixture was stirred overnight. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layers were combined, washed successively with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed, and the obtained residue was purified by silica gel chromatography (Wakogel C-100, hexane-ethyl acetate, gradient) to obtain 90.1 mg (0.293 mmol, Yield: 30.8%) of 6-chloro-3-(2-cycloprcpyl-3-methoxyphenoxy)-4-methoxypyridazine and 114 mg (0.371 mmol, Yield: 39.1%) of 3-chloro-6-(2-cyclopropyl-3-methoxyphenoxy)-4-methoxypyridazine., 70952-62-4

As the paragraph descriping shows that 70952-62-4 is playing an increasingly important role.

Reference£º
Patent; Sankyo Agro Company, Limited; EP1426365; (2004); A1;,
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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, 4.5- dichloro-2-methyl-pyridazin-3-one To a stirred solution of 4,5-dichloro-lH-pyridazin-6-one (25.0 g, 152 mmol) in N,N-dimethylformamide (152 ml) was added potassium carbonate (25.4 g, 182 mmol) and iodomethane (25.8 g, 182 mmol, 11.3 ml). The resulting mixture was stirred at room temperature overnight. The reaction mixture was then poured onto ice-water (300ml) and the mixture stirred for 15 mins. The resulting precipitate was collected by filtration, then dissolved in dichloromethane and passed through a phase separation cartridge. The organics were concentrated in vacuo to give 19.7 g of a pale brown solid. 1H NMR (400 MHz, Chloroform) d ppm 3.83 (s, 3 H) 7.77 (s, 1 H)

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

Reference£º
Patent; SYNGENTA LIMITED; BHONOAH, Yunas; ELLIOTT, Alison Clare; GAULIER, Steven; LING, Kenneth; MITCHELL, Glynn; MORRIS, James Alan; RZEPA, Paula Rocha; VINER, Russell Colin; WO2013/50421; (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.1211587-01-7,5-Chloropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

The carboxylic acid (243 mg, 1.53 mmol) was dissolved in ~15 mL of ethanol and treated with 24 mg (0.2 mmol) of dimethylaminopyridine (DMAP) followed by 324 mg (1.69 mmol) 1-(3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride (EDCl). The reaction was stirred at ambient temperature for 4 hours and then worked up by the procedure described in Example 166A. The crude product was purified by flash chromatography on silica gel to give 150 mg (52%) of the title compound as a white crystalline solid. 1 H NMR (CDCl3, 300 MHz) delta 1.45 (t, 3H), 4.55 (q, 2H), 7.65 (d, 1H), 8.15 (d, 1H). MS (DCl/NH3) m/e 187/189 (M+H)+, 204/206 (M+H+NH3)+., 1211587-01-7

1211587-01-7 5-Chloropyridazine-3-carboxylic acid 19792063, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Abbott Laboratories; US5250548; (1993); A;,
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20698-04-8, 3,6-Diiodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In an argon atmosphere, a mixture of 3,6-diiodopyridazine (9.3 g), 4-(2-chlorobenzyl)piperidine-4-carbonitrile hydrochloride (8.36 g), potassium bicarbonate (8.42 g) and dehydrated DMF (40 mL) was stirred at 90C over weekend. The mixture was poured to water, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over magnesium sulfate and then concentrated. The residue was crystallized from IPE-ethyl acetate to obtain the title compound (9.45 g). 1H NMR (300 MHz, DMSO-d6) delta 1.65-2.01 (4H, m), 2.92-3.07 (2H, m), 3.13 (2H, s), 4.28-4.53 (2H, m), 7.14 (1H, d, J = 9.5 Hz), 7.29-7.42 (2H, m), 7.46-7.54 (2H, m), 7.72 (1H, d, J = 9.4 Hz).

20698-04-8, As the paragraph descriping shows that 20698-04-8 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; IMAMURA Keisuke; TOMITA Naoki; ITO Yoshiteru; ONO Koji; MAEZAKI Hironobu; NII Noriyuki; (123 pag.)EP3118200; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

5-chloro -N2- (1,3- dimethyl -1H- pyrazol-4-yl) -N4- (3- ethyl-piperidin-4-yl) – pyrimidine-2,4-diamine ( 202.7mg, 0.58mmol) in EtOH (10mL) was added 6-chloro-pyridine-3-carbonitrile (162.3mg, 1.17mmol) and triethylamine (0.35mL, 2.5mmol) in solution. IncomeThe mixture was warmed to reflux and stirred overnight, then concentrated under reduced pressure. MeOH solution was purified by preparative thin layer chromatography, the residue of ammonia (3M in / DCM(V / v) = 1/20) to give the title compound as a white solid (91.9mg, 35.1% yield)., 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (105 pag.)CN105461694; (2016); A;,
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90766-97-5,90766-97-5, 5-Bromo-6-phenylpyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-bromo-6-phenyl-2,3-dihydropyridazin-3-one (0.500 g, 1.99 mmol) and N,N-dimethylformamide dimethyl acetal (0.397 mL, 2.978 mmol) in DMF (20 mL) was refluxed for 2 h. The mixture was diluted with EtOAc and washed with water and then several times with brine. The organic phase was dried over sodium sulfate and the solvent was removed. The crude was purified by flash chromatography on silica gel Biotage cartridge (cyclohexane:EtOAc=90:10 to 50:50) to afford title compound as a white solid (0.279 g, 1.05 mmol, 53% yield). MS/ESI+ 265.0-267.0 [MH]+, Rt=0.92 min (Method A).

As the paragraph descriping shows that 90766-97-5 is playing an increasingly important role.

Reference£º
Patent; CHIESI FARMACEUTICI S.p.A.; BIAGETTI, Matteo; Capelli, Anna Maria; Guala, Matilde; (42 pag.)US2016/75710; (2016); A1;,
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1121-79-5, 3-Chloro-6-methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-chloro-6-methylpyridazine (5.0 g, 39.0 mmol) in concentrated H2S04 (20.0 mL) was added K2Cr207 (13.7 g, 46.8 mmol) in portions at 0 C. After addition the mixture was heated to 50 C for 2 h, the mixture was poured into ice. The water layer was extracted with EtOAc six times. The organic phase was dried and concentrated to give 6-chloropyridazine-3-carboxylic acid (2.5 g, 40%). MS (ESI) calcd for C5H3C1N202: 157.99., 1121-79-5

The synthetic route of 1121-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; BLUM, Charles, A.; SPRINGER, Stephanie, K.; VU, Chi, B.; WO2013/59589; (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.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 Methyl 6-chloro-4-(5-(methylsulfonyl)pyridin-2-ylamino)pyridazine-3-carboxylate A flask was charged with methyl 4,6-dichloropyridazine-3-carboxylate (200 mg, 0.966 mmol), 5-(methylsulfonyl)pyridin-2-amine (183 mg, 1.06 mmol), Pd2(dba)3 (88.5 mg, 0.097 mmol), xantphos (112 mg, 0.193 mmol) and cesium carbonate (944 mg, 2.9 mmol). 1,4-Dioxane (6.0 mL) was added and argon was bubbled through it while sonicating the flask for 5 min. The flask was sealed and heated at 100 C. for 1 h. After cooling the mixture was filtered through celite and the filter cake washed with CH2Cl2. The filtrates were concentrated in vacuo then purified by chromatography (spherical silica 20-45 muM, 23 g, Versaflash Supelco, 0 to 100% ethyl acetate in hexanes, 30 min) to give methyl 6-chloro-4-(5-(methylsulfonyl)pyridin-2-ylamino)pyridazine-3-carboxylate (62 mg, 19%) as a light yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 11.18 (s, 1H) 9.31 (s, 1H) 8.98 (d, J=2.27 Hz, 1H) 8.19 (dd, J=8.59, 2.53 Hz, 1H) 7.09 (dd, J=8.84, 0.76 Hz, 1H) 4.15 (s, 3H) 3.15 (s, 3H). LCMS (EI/CI) m/z: 342.9 [M+H]., 372118-01-9

The synthetic route of 372118-01-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

INTERMEDIATE 53 5-(3-Bromo-4-fluoro-lH-pyrazol-l-yl)-3-chloropyridazine To a solution of 3-bromo-4-fluoro-lH-pyrazole (100 mg, 0.606 mmol) in anhydrous DMF (1 mL) added potassium fert-butoxide (68 mg, 0.606 mmol) slowly at room temperature. The mixture was stirred at room temperature for 10 min, followed by the addition of 3,5-dichloropyridazine (90 mg, 0.606 mmol) in DMF (1 mL). The resulting mixture was stirred at 100 C for 1 h. The mixture was cooled to room temperature, quenched with water (10 mL) and extracted with EtOAc (40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, 10 g, Biotage Si column, -30 mL/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min) to afford 5-(3-bromo-4-fluoro-lH-pyrazol-l-yl)-3- chloropyridazine. LCMS calc. = 278.93; found = 278.82 (M+H)+., 1837-55-4

1837-55-4 3,5-Dichloropyridazine 19959687, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
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Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.372118-01-9,Methyl 4,6-dichloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

Compound 4,6-dichloropyridazine-3-carboxylate 1a (199 mg, 0.96 mmol),1- (4-aminophenyl) -4-methylpiperazin-2-one (197 mg, 0.96 mmol),Diisopropylethylamine (1.24 g, 9.60 mmol) and acetonitrile (5 mL) were mixed, heated to 90 C and stirred for 6 hours.After cooling to room temperature, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate / methanol = 100/0 to 1/1),The target product 6-chloro-4-((4- (4-methyl-2-oxopiperazin-1-yl) phenyl) amino) pyridazine-3-carboxylic acid methyl ester 103a (97 mg, yellow oily ),Yield: 27%.

372118-01-9, 372118-01-9 Methyl 4,6-dichloropyridazine-3-carboxylate 17848322, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nuochengjianhua Pharmaceutical Technology Co., Ltd.; Chen Xiangyang; Pang Yucheng; (142 pag.)CN110818641; (2020); A;,
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Pyridazine | C4H4N2 – PubChem