Analyzing the synthesis route of 63001-30-9

63001-30-9 Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate 9124994, apyridazine compound, is more and more widely used in various fields.

63001-30-9, Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. A mixture of 6-hydroxypyridazine-3-carboxylic acid methyl ester obtained above and phosphorous oxychloride were carefully heated to reflux temperature and maintained there for 2.5 h. The reaction mixture was then cooled and evaporated in vacuo to remove excess phosphorylchloride, and the residue was then poured into ice water. The precipitate was collected by filtration, washed with saturated NaHCO3 and water, and dried under vacuum to yield the product as a yellow solid (4.359 g, 79percent yield)., 63001-30-9

63001-30-9 Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate 9124994, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Xenon Pharmaceuticals Inc.; Abreo, Melwyn; Chafev, Mikhail; Chakka, Nagasree; Chowdhury, Sultan; Fu, Jian-Min; Gschwend, Heinz, W.; Holladay, Mark, W.; Hou, Duanjie; Kamboj, Rajender; Kodumuru, Vishnumurthy; Li, Wenbao; Liu, Shifeng; Raina, Vandna; Sun, Sengen; Sun, Shaoyi; Sviridov, Serguei; Tu, Chi; Winther, Michael, D.; Zhang, Zaihui; (94 pag.)EP2316827; (2016); B1;,
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New learning discoveries about 63001-30-9

The synthetic route of 63001-30-9 has been constantly updated, and we look forward to future research findings.

63001-30-9, Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63001-30-9, B. A mixture of 6-hydroxypyridazine-3-carboxylic acid methyl ester obtained above and phosphorous oxychloride were carefully heated to reflux and maintained there for 2.5 h. The reaction mixture was then cooled and evaporated in vacuo to remove excess phosphorylchloride, and the residue was then poured into ice water. The precipitate was collected by filtration, washed with saturated NaHCO3 and water, and dried under vacuum to yield the product as a yellow solid (4.359 g, 79% yield).

The synthetic route of 63001-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; WO2006/34440; (2006); A2;,
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Brief introduction of 63001-30-9

The synthetic route of 63001-30-9 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.63001-30-9,Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

63001-30-9, To a solution of methyl 6-oxo-1 ,6-dihydropyridazine-3-carboxylate (1 .1 g, 7.14 mmol) in A/,A/-dimethylformamide (20 ml_) at room temperature was added potassium carbonate (1 .97 g, 14.3 mmol) and iodoethane (2.23 g, 14.3 mmol). The reaction mixture was stirred at 70 C for 16 h, cooled to room temperature, diluted with water (300 ml_) and extracted with ethyl acetate (80 ml_ c 3). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to afford methyl 1 -ethyl-6-oxo-1 ,6-dihydropyridazine-3-carboxylate (1 .0 g, 5.49 mmol, 76.9%) as a white solid. LCMS (ESI) m/z: 183.1 [M+H]+.

The synthetic route of 63001-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 63001-30-9

The synthetic route of 63001-30-9 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.63001-30-9,Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,63001-30-9

To a solution of methyl 6-oxo-lH-pyridazine-3-carboxylate (2.59 g, 1.0 eq, 16.64 mmol, from Combi-Blocks) and potassium acetate, KOAc (6.60 g, 4.0 eq) in 50 mL of acetic acid, glacial, cooled at 0 C, bromine, Br2 (2.54 mL, 2.96 eq), is added. After the addition the mixture is stirred at 80 C for 5 h. The mixture is poured on 200 mL of saturated Na2S203 water solution. The mixture is extracted with EtOAc (10 % THF, 3 times, 150 mL in total). The gathered organic layers are washed with 200 mL of 0.01 N HC1 water solution and 200 mL of brine and dried over Na2S04. After filtration the solvent is evaporated and the resulting crude is purified by flash column chromatography (Si02, DCM / EtOAc 95:5 to 0: 100) to afford the desired compound. LCMS: MW (calcd): 233; m/z MW (obsd): 235 (M+H).

The synthetic route of 63001-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GALAPAGOS NV; MAMMOLITI, Oscar; JANSEN, Koen, Karel; PALISSE, Adeline, Marie, Elise; JOANNESSE, Caroline, Martine, Andree-Marie; MENET, Christel, Jeanne, Marie; ALLART, Brigitte; EL BKASSINY, Sandy; (186 pag.)WO2017/148787; (2017); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 63001-30-9

As the paragraph descriping shows that 63001-30-9 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.63001-30-9,Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

63001-30-9, To a solution of methyl-6-oxo-l,6-dihydropyridazine-3-carboxylate (5 g, 32.4 mmol) in anhydrous THF (130 mL) was added DHP (8.90 mL, 97 mmol) and catalytic PPTS (1.631 g, 6.49 mmol). The resulting mixture was heated at reflux (75C) for 17 hr. Additional DHP (3.0 mL, 32.4 mmol, 1.0 eq) was added and the mixture was stirred at reflux for an additional 19 hr. The dark solution was cooled and partitioned between ethyl acetate (2 x 150 mL) and water (200 mL). The combined organic layers were dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica; hexanes/EtOAc 1 :0 to 0: 1 as eluent) to give methyl 6-oxo-l-(tetrahydro-2H-pyran-2- yl)-l,6-dihydropyridazine-3-carboxylate (7.06 g). 1H NMR (CDCI3- J, 500 MHz) delta 7.82 (d, J=9.7 Hz, 1H), 6.96 (s, J=9.7 Hz, 1H), 6.09 (m, 1H), 4.12 (m, 1H), 3.95 (s, 3H), 3.74 (m, 1H), 2.32 (m, 1H), 2.07 (m, 1H), 1.75 (m, 2H), 1.57 (m, 2H)

As the paragraph descriping shows that 63001-30-9 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ARRINGTON, Kenneth, L.; BURGEY, Christopher; GILFILLAN, Robert; HAN, Yongxin; PATEL, Mehul; LI, Chun Sing; LI, Yaozong; LUO, Yunfu; LEI, Zhiyu; XU, Jiayi; WO2014/58747; (2014); A1;,
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Simple exploration of 63001-30-9

As the paragraph descriping shows that 63001-30-9 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.63001-30-9,Methyl 6-oxo-1,6-dihydropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.,63001-30-9

POCl3 (5.60g, 0.036mol) was added to a solution of Example 65A (2.8g, 0.018mol) in toluene at room temperatureand the mixture was heated to 120¡ãC and stirred for 2 hours. The solvent was evaporated to dryness, water (20mL)was added and the mixture was extracted with ethyl acetate (15mL 3 3). The combined organic layer was washed withbrine, dried over sodium sulfate, filtered and the filtrate was evaporated. The residue was purified by column chromatographyto give the title compound (1.5g, yield 50percent). 1H NMR (CHLOROFORM-d, Bruker Avance 400 MHz) ppm 8.17(d, J=8.8 Hz, 1H), 7.68 (d, J=8.8 Hz, 1H), 4.09 (s, 3H).

As the paragraph descriping shows that 63001-30-9 is playing an increasingly important role.

Reference£º
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem