Heterocyclic Building Blocks-Pyridazine

372118-01-9, Methyl 4,6-dichloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 6-Chloro-4-(1-methyl-1H-pyrazol-3-ylamino)-pyridazine-3-carboxylic acid methyl ester 4,6-Dichloro-pyridazine-3-carboxylic acid methyl ester (165 mg, 0.8 mmol) and 1-methyl-1H-pyrazol-3-amine (81 mg, 0.837 mmol) were dissolved in of N-methylpyrrolidinone (3.2 mL). The reaction was heated at 110 C. for 2 h, then cooled and concentrated in vacuo. The residue was diluted with water and then extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (sodium sulfate), filtered and concentrated in vacuo. Purification by chromatography (silica, 10 to 70% ethyl acetate in hexanes) gave 6-chloro-4-(1-methyl-1H-pyrazol-3-ylamino)-pyridazine-3-carboxylic acid methyl ester (69 mg, 32%) as a light brown solid. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 10.09 (br. s., 1H) 8.24 (s, 1H) 7.34 (d, J=2.3 Hz, 1H) 6.02 (d, J=2.3 Hz, 1H) 4.08 (s, 3H) 3.91 (s, 3H); LCMS (EI/CI) m/z: 268 [M+H]., 372118-01-9

As the paragraph descriping shows that 372118-01-9 is playing an increasingly important role.

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.84956-71-8,2-(tert-Butyl)-4,5-dichloropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

84956-71-8, (1) Into 225 ml of a 3.0M diethyl ether solution of methyl magnesium bromide, 170 ml of an absolute ether solution of 74.40 g of 4,5-dichloro-2-tert-butyl-pyridazin-3-(2H)-one was dropwise added under cooling with ice at a temperature of from 5 to 10 C. After completion of the dropwise addition, the mixture was stirred at a temperature of from 5 to 10 C. for two hours. Then, 158 ml of 6N hydrochloric acid was added to the reaction solution, and then 600 ml of diethyl ether was added thereto for liquid separation. The ether layer was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography. From a fraction of n-hexane:ethyl acetate=9:1, 24.45 g of oily 2-tert-butyl-5-chloro-4-methylpyridazin-3-(2H)-one, was obtained.

As the paragraph descriping shows that 84956-71-8 is playing an increasingly important role.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US5763439; (1998); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1211591-88-6,5-(Trifluoromethyl)pyridazin-3-amine,as a common compound, the synthetic route is as follows.

The compound 3 (26 mg) and the compound 6 (14 mg) were dissolved in DMF (1 ml) followed by the addition of sodium bicarbonate (7 mg) thereto, and the mixed solution was stirred at 80 C. for 20 h. After the solution was diluted with ethyl acetate, the solution was washed sequentially with water and a saturated saline. After the organic layer was dried with anhydrous sodium sulfate, the organic layer was filtrated. After the organic layer was concentrated, the residue was purified by the silica gel column chromatography affording the compound 4 (2.6 mg).MS m/z 372 [M+H]+, APCI(+)

1211591-88-6, As the paragraph descriping shows that 1211591-88-6 is playing an increasingly important role.

Reference£º
Patent; Mitsubishi Tanage Pharma Corporation; US2012/258951; (2012); A1;,
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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 solution of 6-chloropyridazin-3(2H)-one (0.35 g, 2.68 mmol) in DMF (10 mL) was added K2CO3 (0.93 g, 6.70 mmol) and methyl iodide (0.20 mL, 3.22 mmol). The resulting mixture was stirred at 25 C for 1 h. To the reaction mixture was added ice cold water (30 mL) and the mixture was extracted with ethyl acetate (2 x 50 ml). The combined organic layers were washed with brine (30 mL), dried over sodium sulfate and distilled under reduced pressure to obtain Intermediate 107 (0.25 g, 56.10%) as an off white solid.1H NMR (400 MHz, CDCl3) delta ppm 3.75 (s, 3 H), 6.92 (d, J = 9.76 Hz, 1 H), 7.19 (d, J = 9.76 Hz, 1 H). LCMS (Method-D): retention time 0.66 min, [M+1] 145.2.

19064-67-6, As the paragraph descriping shows that 19064-67-6 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
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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.

To a solution of 3,4,6-trichloro-pyridazine (59) (364 mg, 2 mmol ) and piperidin- 4-yl-methanol (35) (253 mg, 2.2 mmol ) in DMSO (5 mL) was added Et3N (404 mg, 4 mmol). The reaction mixture was stirred at 100C overnight. The reaction mixture was diluted with water, extracted with EtOAc (30 mL x 3). The combined organic extracts were washed with water (30 mL) and brine (30 mL), dried over Na2S04 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel to give [l-(3,6- dichloro-pyridazin-4-yl)-piperidin-4-yl]-methanol (60) (292.3 mg, 1.12 mmol, yield 75.99%)0 ESI-MS (M+l): 262 calc. for Ci0Hi3Cl2N3O 261.

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

Reference£º
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge; WO2011/143365; (2011); 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, 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;,
Pyridazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19064-64-3,3,6-Dichloro-4-methylpyridazine,as a common compound, the synthetic route is as follows.

A solution of compound 3,6-dichloro-4-methylpyridazine (20.0 g, 122.7 mmol) and ammonium hydroxide in water (86.60 g, 245 mmol) was refluxed for about 30 h. The mixture was concentrated and used in the next step without purification, 19064-64-3

19064-64-3 3,6-Dichloro-4-methylpyridazine 87923, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
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35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 46; 6-r(3R,4S)-3-(2,4-Difluorophenv?-4-(f(3S,4S)-3,4-dimethoxy-4-phenylpiperidin-1-vncarbonyl|pyrrolidin- 1 yllPyridazin-3-carbonitrile; To a solution of the product from preparation 15 (87.0 mg, 0.19 mmol) in tetrahydrofuran (2 mL) was added 2-chloro-5-cyanopyridazine (52.0mg, 0.37 mmol), N,N-diisopropylethylamine (0.1 mL, 0.56 mmol) and the reaction mixture was heated at reflux for 1.5 h. The solvent was removed and the residue was purified by column chromatography (silica) eluting with pentane:ethyl acetate to afford the title compound (84 mg, 84%). 1H NMR (CD3OD, 400 MHz) ,delta 1.15-1.22 and1.28 and 1.73-1.82 (m, s, m, 1 H), 1.95 and 2.04-2.13 and 2.48-2.51 and 2.60-2.62 (d, 3xm, 3H), 2.95-3.12 (m, 2xs, 7H), 3.33-3.45 (m, 1 H), 3.70- 3.93 and 4.03-4.33 and 4.47-4.51 (4xm, 7H), 6.98-7.11 (m, 3H), 7.24-7.32 (m, 2H), 7.35-7.40 (m, 2H), 7.45-7.59 (m, 2H), 7.68-7.72 (m, 1 H); LRMS (APCI+) 534 [MH+], (ESI+) 534 [MH+].

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER LIMITED; WO2007/15162; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a suspension of NaH (1.1 mmol) in anhydrous DMF, cooled at 0 C, a solution of the appropriate aryl chloride (1.0 mmol) and of the appropriate glycidol (1.0 mmol) in the same solvent was added dropwise. The reaction mixture was stirred at room temperature overnight, quenched with H2O and extracted with AcOEt (3 ¡Á 20 mL). The organic layers were collected, dried over Na2SO4 and concentrated under reduced pressure. The crude was purified on a silica gel column (CHCl3/AcOEt, 9:1 as eluent) to give pure compound as an oil., 1120-95-2

The synthetic route of 1120-95-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hansen, Hanne D.; Lacivita, Enza; Di Pilato, Pantaleo; Herth, Matthias M.; Lehel, Szabolcs; Ettrup, Anders; Andersen, Valdemar L.; Dyssegaard, Agnete; De Giorgio, Paola; Perrone, Roberto; Berardi, Francesco; Colabufo, Nicola Antonio; Niso, Mauro; Knudsen, Gitte M.; Leopoldo, Marcello; European Journal of Medicinal Chemistry; vol. 79; (2014); p. 152 – 163;,
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

To a mixture of 3,4,6-trichloropyridazine (2.0 g, 8.78 mmol) (World Patent WO2007/115947, 2007) in anhydrous dimethylformamide (15 mL) was added solid potassium carbonate (2.42 g, 17.6 mmol). The flask was cooled to 0 C. and a solution of N-Boc-piperazine (1.80 g, 9.65 mmol), in anhydrous DMF (5 mL) was added drop-wise. The mixture was allowed to warm to room temperature and stirred for a further 3 h. The reaction mixture was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was washed with an aqueous solution of sodium chloride (50 mL) and dried via hydrophobic frit. The resulting solution was concentrated to give a pale brown solid. The residue was purified by flash chromatography (silica gel, 20% EtOAc/isohexane) to give 3.21 g (94%) of the title compound as a pale cream solid. 1H NMR delta (ppm)(DMSO-d6): 1.40 (9 H, s), 3.27-3.34 (4 H, m), 3.50-3.62 (4H, m), 7.42 (1H, s)., 6082-66-2

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

Reference£º
Patent; Institute for OneWorld Health; US2010/267706; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem