Heterocyclic Building Blocks-Pyridazine

1120-88-3, 4-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of 4-Methyl-pyridazine (11) (0.500 g, 5.312 mmol) and Benzaldehyde (12) (1.1 g, 10.625 mmol) was added zinc chloride (1.44 g, 10.625 mmol) and the resultant reaction mixture was heated at 150C for 16h. The reaction mixture was quenched with 2M NaOH solution and DCM was added. The layers were partitioned and the aqs part was further extracted with DCM (2 times). The combined organic layers were dried over sodium sulfate and concentrated. Portioned between 2M NaOH and DCM and extracted the aqueous layer with DCM. Combined all organic layers and dried over Sodium sulphate. The crude was purified by column chromatography in 100-200 silica using Hexane/EtOAc (4: 1) as eluent to afford Intermediate 13 (290mg, 29.9%) as brown oil.

1120-88-3, 1120-88-3 4-Methylpyridazine 136882, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
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1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,5-dichloropyridazine (1.5 g, 10.07 mmol), methyl carbamate (0.831 g, 11.08 mmol), XANTPHOS (0.466 g, 0.805 mmol), PdOAc2 (0.226 g, 1.007 mmol) and CS2CO3 (6.56 g, 20.14 mmol) were taken in 1,4-dioxane (40 mL) and heated at 85 C overnight. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The ethyl acetate layer was collected, dried over Na2S04, filtered, and concentrated under reduced pressure to afford methyl (5- chloropyridazin-3-yl)carbamate (1.71 g, 9.12 mmol, 91% yield) as a brown solid. LCMS (ESI) m/e 187.9 [(M+H)+, calcd for C6H7CIN3O2 188.0]; LC/MS retention time (Method C): fa = 0.59 min., 1837-55-4

The synthetic route of 1837-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (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.141-30-0,3,6-Dichloropyridazine,as a common compound, the synthetic route is as follows.

To 3,6-dichloropyridazine (4g, 26.8mniol) and sodium iodide (5.4g, 35.9mmol) was added hydriodic acid (20ml) and the mixture was heated to 400C for 18 hours. After cooling to room temperature the material was poured onto ice and stirred in a beaker (500ml). The aqueous acid was basified (pH>12) by addition of sodium hydroxide (cone, 15ml) and water (20ml). Dichloromethane (40ml) was added to the aqueous and collected. The dichloromethane layer was then dried filtered and evaporated to obtain the title compound as a brown solid (6.3g).1H-NMR (CDCl3) delta 7.21 (IH, d, J = 9), 7.82 (IH, d, J= 8)LC/MS m/z [MH+] 241 consistent with molecular formula C4H235Cl127IN2, 141-30-0

141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2008/116816; (2008); A1;,
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289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the corresponding [1,2,3]triazolo[1,5-a]pyridine 1 in anhydrous toluene at -40 C under an argon current, a solution of 1.6 n-BuLi in hexane (1.1 equiv) was added with stirring; a deep red color developed. The mixture was kept at -40 C for 4 h. The azine (1.1equiv) in dry toluene solution was added and the mixture was kept inthe cold bath at -40 C for 2 h. The solution was treated with a saturateds olution of NH4Cl followed by aq KMnO4 solution for 30 min at r.t. The mixture was filtered over Celite, the organic and aqueous layers were separated, the aqueous layer was extracted with CH2Cl2, the combined organic extracts were dried (Na2SO4), and the solution was filtered and concentrated to give the crude product.

289-80-5, The synthetic route of 289-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Adam, Rosa; Abarca, Belen; Ballesteros, Rafael; Synthesis; vol. 49; 22; (2017); p. 5059 – 5066;,
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135034-10-5, 3-Chloro-6-iodopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

XlV.i .a [3-(6-Chloro-pyridazin-3-yl)-prop-2-vnyl1-carbamic acid tert-butyl ester; 19.2 g (80.0 mmol) 3-Chloro-6-iodo-pyridazine (Tetrahedron 55, 1999, 15067) and 13.7 g (88.0 mmol) prop-2-ynyl-carbamic acid tert-butyl ester are dissolved in 200 ml THF and 2.50 g (4.0 mmol) bis-(triphenylphosphine)palladiumdichloride, 2.80 g (14.8 mmol) copper-(l)- iodide and finally 60 ml diisopropylamine are added at 0C. The mixture is stirred for 2 hours at 0C. After that time ice-water is added and the mixture is extracted with ethylacetate. The organic phase is separated and dried over sodium sulphate. The solvent is evaporated and the residue is purified by silica gel column chromatography with methylene chloride/ethyl acetate (5:1 ) as eluent. The product is dried in vacuo at 50C. Yield: 12.8 g (60% of theory), Rf value: 0.50 (silica gel, methylene chloride/ethyl acetate = 5:1 ) Ci2H12CIN3O2EII Mass spectrum: m/z = 268/270 [M+H]+ M. p. 102-105 C

135034-10-5, 135034-10-5 3-Chloro-6-iodopyridazine 15418839, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/48802; (2007); A1;,
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7252-84-8, 3-Amino-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7252-84-8

Intermediate 51: 4-{F(3,5-d imethyl-4-isoxazolyi)methyl]oxy}-N-F6-(methyloxy-3-Ivridazinvl]benzenesulfona mideTo a solution of 6-methoxypyridazin-3-amine (125 mg, 1.0 mmol) in pyridine (8 mL) at roomtemperature, was added 4-{[(3,5-d imethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (0.302g, 1.0 mmol). The reaction mixture was stirred at 20 C for 18 hours. The solvent was evaporated invacuo and passed through an aminopropyl (NH2) solid phase extraction (SPE) cartridge eluting withmethanol, followed by a sulphonic acid (SCX) SPE cartridge eluting with methanol. The crude wasthen purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane+0-25%methanol gradient), to provide the title compound (16 mg). LCMS (2 mm, formic) Rt 0.83 mi m/z(ESj 391 (M+H).

The synthetic route of 7252-84-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; BIRAULT, Veronique; CAMPBELL, Amanda, Jennifer; HARRISON, Stephen; LE, Joelle; SHUKLA, Lena; WO2013/160419; (2013); A1;,
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187973-60-0, 6-Iodopyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of tert-butyl l-(but-3-ynyl)-lH-l,2,3-triazole-4-carboxylate (15 g, 68 mmol), 6-iodopyridazin-3 -amine (15 g, 68 mmol), Pd(PPh3)2Ci2 (4.77 g, 6.80 mmol), Cul (1.29 g, 6.8 mmol) and TEA (34.2 g, 339 mmol) in 300 mL anhydrous THF was heated at 60 C under 2 for 12 h. The mixture was cooled to rt, DCM/MeOH (500 mL, 10 : 1) was added, filtered off and concentrated under reduced pressure to give a yellow oil. The oil was purified by silica gel column (0 to 9% DCM in MeOH) to give the title compound as a yellow solid (18.0 g, 84%). MS (ES+) CisHisNeCh requires: 314, found: 315 [M+H]+., 187973-60-0

As the paragraph descriping shows that 187973-60-0 is playing an increasingly important role.

Reference£º
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; DI FRANCESCO, Maria, Emilia; JONES, Philip; HEFFERNAN, Timothy; SOTH, Michael, P.; LE, Kang; CARROLL, Christopher, Lawrence; MCAFOOS, Timothy; BURKE, Jason, P.; THEROFF, Jay; ZANG, Zhijun; (155 pag.)WO2016/4413; (2016); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1120-95-2,3-Chloropyridazine,as a common compound, the synthetic route is as follows.

General procedure: A flask was charged with 2-formylpyrrole 1 (5.00 g, 52.6 mmol), K2CO3 (8.72 g, 63.1 mmol), 2-fluoropyridine 2 (9.0 mL, 105.2 mmol) and DMF (26 mL).The mixture was heated at 100 C for 20 h and then cooled to rt. The reaction mixturewas diluted with water, extracted with MTBE, and the organic phase was dried (MgSO4), filtered, and concentrated. The crude product was purified by chromatography on SiO2(hexanes/EtOAc, 95:5 to 85:15 v/v) to give the product 3 (5.71 g, 63%) as a tan solid., 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Article; Reeves, Jonathan T.; Han, Zhengxu S.; Goyal, Navneet; Lee, Heewon; Busacca, Carl A.; Senanayake, Chris H.; Tetrahedron Letters; vol. 55; 15; (2014); p. 2492 – 2494;,
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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.

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.

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

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;,
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1632-76-4, 3-Methylpyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(i) 1-(2,4-Difluorophenyl)-2-(pyridazin-3-yl)ethanone Treatment of 3-methylpyridazine (4.70 g) with lithium diisopropylamide (0.05 mole) in dry tetrahydrofuran followed by methyl 2,4-difluorobenzoate (8.60 g) according to the method of Example 11(i) gave the title compound, (3.40 g), m.p. 115.5¡ã-117.5¡ã (from ether).

1632-76-4, As the paragraph descriping shows that 1632-76-4 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5116844; (1992); A;,
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