Tag: M.W:100-200

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.

Vl.i .a3-Benzyloxy-6-chloro-pyridazine; 33.92 g (205.5 mmol) 3,6-Dichloro-pyridazine are dissolved in 100 ml benzyl alcohol and30.06 g (231.0 mmol) sodium benzylate are added. The mixture is stirred for 30 minutes atRT. After that time the mixture is slowly poured into ice water, the precipitate is filtered off and washed with water. The product is dried at 80C.Yield: 1 1.5 g (81 % of theory), Rf value: 0.60 (silica gel, cyclohexane/tehyl acetate = 2:1 )EII Mass spectrum: m/z = 243/245 [M+Na]+, 141-30-0

As the paragraph descriping shows that 141-30-0 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/48802; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1722-10-7,3-Chloro-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

General procedure: DMF (40 mL), NaI (375 mg, 2.5 mmol), and 1,2-dibromoethane (100muL, 1.16 mmol) were added to an undivided electrochemical cell, fitted with an iron/nickel (64/36) anode, and surrounded by a nickel foam as the cathode (surface: 40 cm2, porosity: 500 mum, Goodfellow).The mixture was electrolyzed under argon at a constant current intensity of 0.2 A at r.t. for 15 min. The current was then stopped, then NiBr2bpy (187 mg, 0.5 mmol) and aryl or heteroaryl halide (5 mmol),were sequentially added. The solution was electrolyzed at 0.2 A untilthe starting aryl or heteroaryl halide had been totally consumed (2-5h). Sat. aq EDTA-Na2 solution (50 mL) was added, and the resultingsolution was extracted either with EtOAc (for aryl halides) or withCH2Cl2 (for heteroaryl halides) (3 ¡Á 50 mL). The combined organic layerswere washed with brine (50 mL), dried (MgSO4), filtered, and concentratedunder vacuum. The crude product was purified by flashchromatography (silica gel, 70-200 mum).

1722-10-7, The synthetic route of 1722-10-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Rahil, Rima; Sengmany, Stephane; Le Gall, Erwan; Leonel, Eric; Synthesis; vol. 50; 1; (2018); p. 146 – 154;,
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90008-50-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.90008-50-7,6-Propoxypyridazin-3-amine,as a common compound, the synthetic route is as follows.

General procedure: A stirred mixture of 3-amino-6-propoxypyridazine 3 (4.50g, 29.4mmol), 2-bromo-1-[4-(2-methoxyethoxy)phenyl]ethanone 11 (8.03g, 29.4mmol) and EtOH (280mL) was heated at reflux for 2.5 hours. The mixture was cooled and NaHCO3 (2.50g, 30mmol) was added. The mixture was stirred at room temperature for 15 hours, heated at reflux for 1 hour, then cooled and evaporated. The residue was extracted with CHCl3 (150mL) and the extract washed with saturated, aqueous NaCl solution (50mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography over silica gel. Elution with 1-2% MeOH in CH2Cl2 afforded a green/brown solid. Treatment with decolourising charcoal and recrystallization from cyclohexane gave 6f (3.95g, 41%) as pale green crystals, m.p. 82.5-84C. 1H NMR (CDCl3) ? 1.06 (3H, t, J=7.2Hz), 1.75-1.94 (2H, m), 3.47 (3H, s), 3.74-3.81 (2H, m), 4.14-4.21 (2H, m), 4.27 (2H, t, J=6.6Hz), 6.68 (1H, d, J=9.3Hz), 7.00 (2H, d, J=8.8Hz), 7.76-7.88 (3H, m), 7.94 (1H, s). MS (APCI+) m/z 328 (M+H, 100%).

90008-50-7 6-Propoxypyridazin-3-amine 10511047, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Ali, Abdelselam; Cablewski, Teresa; Francis, Craig L.; Ganguly, Ashit K.; Sargent, Roger M.; Sawutz, David G.; Winzenberg, Kevin N.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 14; (2011); p. 4160 – 4163;,
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51149-08-7,51149-08-7, 3,6-Dichloropyridazine-4-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method for svnthesising A. If and A. Ig; 3,6-dichloro-pyridazine-4-carboxylic acid (4.0 g, 20.7 mmol) is taken up in dioxane, combined with HCl (20.7 niL, IM in H2O) and stirred for 4 h at 90C. The precipitate formed is filtered off, dried and 6-chloro-3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid is obtained.

The synthetic route of 51149-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; McCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7114; (2010); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.144294-43-9,3-Amino-5-methylpyridazine,as a common compound, the synthetic route is as follows.

0396-1 A mixture of 7-(3-(((tert-butyldimethylsilyl)oxy)methyl)-1-methyl-1H-pyrazol-4-yl)-2-chloro-1,5-naphthyridine (25 mg), 5-methylpyridazine-3-amine (11 mg), tris (dibenzylideneacetone)dipalladium(0) (5 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg), cesium carbonate (20 mg), and 1,4-dioxane (1 mL) was stirred at 140 C. for 30 minutes using a microwave reaction apparatus. The reaction mixture was cooled to room temperature, the insolubles were filtered off using celite, and the obtained solution was purified by silica gel column chromatography (methanol-ethyl acetate, NH silica), thereby obtaining 7-(3-(((tert-butyldimethylsilyl)oxy)methyl)-1-methyl-1H-pyrazol-4-yl)-N-(5-methylpyridazin-3-yl)-1,5-naphthyridine-2-amine (12 mg). 1H-NMR(CDCl3) delta: 8.97 (1H, brs), 8.78 (1H, brs), 8.73 (1H, brs), 8.37 (1H, s), 8.26 (1H, d, J=8.4 Hz), 7.71 (1H, s), 7.44 (1H, d, J=8.4 Hz), 4.84 (2H, s), 3.98 (3H, s), 2.45 (3H, s), 0.87 (9H, s), 0.11 (6H, s). MS m/z (M+H): 462., 144294-43-9

144294-43-9 3-Amino-5-methylpyridazine 14743344, apyridazine compound, is more and more widely used in various fields.

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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65202-50-8, Methyl 6-chloropyridazine-3-carboxylate is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65202-50-8, Step B. A solution of ethyl 2-amino-4-(acetylamino)benzoate (4.03 g, 18.13 mmol, Example 4, Step A), p-toluenesulfonic acid, monohydrate (0.5 g, 2.63 mmol) and methyl 6-chloro-3-pyridazinecarboxylate [3.13 g, 18.14 mmol, prepared according to the procedure of Barlin, G. B. and Yap, C. Y. (Aust. J. Chem. 1977, 30, 2319-2322)] in 500 mL of toluene was refluxed under Dean-Stark conditions for 12 h. The mixture was concentrated, dissolved into chloroform, washed with saturated sodium bicarbonate solution, dried (MgSO4), filtered and concentrated. Medium pressure chromatography (silica gel, 5percent methanol in chloroform) afforded methyl 7-acetylamino-10-oxo-10H-pyridazino[6,1-b]-quinazoline-2-carboxylate as a yellow solid, mp 281¡ã-285¡ã C., dec.

As the paragraph descriping shows that 65202-50-8 is playing an increasingly important role.

Reference£º
Patent; Warner Lambert Company; US5340808; (1994); A;,
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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

Step L: A dry flask was loaded with the boronate ester (1.27 mmol) from step K above, 3-chloro-6-methylpyridazine (0.24 g, 1.90 mmol), sodium carbonate (0.33 g, 3.17 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (0.08 g, 0.10 mmol). The flask was flushed with argon prior to the addition of N,N-dimethylformamide (16 mL) and water (3.2 mL). The reaction mixture was heated to 120 C. under argon for 1 hour. The cooled reaction mixture was diluted with water (50 mL) and extracted with dichloromethane (3¡Á150 mL). The combined organic phase was dried over sodium sulfate, filtered and concentrated. The residue was purified by flash column chromatography (first purification 90:9:1 dichloromethane/methanol/concentrated ammonium hydroxide; second purification 90:9:1 ethyl acetate/methanol/concentrated ammonium hydroxide) to afford the pyridazinyl benzazepine (150 mg, 34% yield other 4 steps)., 1121-79-5

1121-79-5 3-Chloro-6-methylpyridazine 227254, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
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Pyridazine | C4H4N2 – PubChem

141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a. To 42.1 g 3,6-dichloro pyridazine in acetone 10.5 g of NaI followed by 105 mL HI catalyst (Aldrich 21002-1) was added and left at room temperature for three days, upon workup a quantitative yield of 3,6-diiodopyridazine was obtained.

141-30-0, As the paragraph descriping shows that 141-30-0 is playing an increasingly important role.

Reference£º
Patent; Sterling Winthrop Inc.; US5514679; (1996); A;,
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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.1837-55-4,3,5-Dichloropyridazine,as a common compound, the synthetic route is as follows.

A solution of 3,5-dichloropyridazine (2.00 g, 13.4mmol), phenylboronic acid (1.64 g, 13.4 mmol), Pd(OAc)2 (0.301 g, 1.34 mmol), 1,2,3,4,5-pentaphenyl-1?-(di-tert-butylphosphino)ferrocene (1.906 g, 2.685 mmol), KF (1.947 g, 33.56mmol), dioxane (50 mL), and water (12 mL) was stirred at reflux for 15 h under N2. The mixturewas diluted with EtOAc, washed with brine, dried over anhydrous Na2SO4, and concentrated to dryness. The residue was purified by flash column chromatography to give the title Compound (1.53 g, 59.8% yield) as white solid. MS (ESI): mass calcd. for C10H7C1N2, 190.63; m/z found, 190.0 [M+Hj., 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; JANSSEN PHARMACEUTICA NV; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CAI, Min; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; KREUTTER, Kevin; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; XIAO, Kun; ZHANG, Feihuang; ZHU, Yaoping; (528 pag.)WO2017/100662; (2017); 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.19064-67-6,6-Chloro-3-hydroxypyridazine,as a common compound, the synthetic route is as follows.

General procedure: A suspension of 3,6-dichloropyridazine (25.50 g, 171.2 mmol) in 100 mL of water was treated with NaOH (15.06 g, 376.6 mmol) and heated at 80 C for 2 h. The resulting red solution was allowed to cool to rt and was then acidified to pH 1 with concentrated HCl (aq). The off-white solid was washed with water and Et2O and then dried under vacuum overnight to afford 6-chloropyridazin-3(2H)-one (4, 19.13 g,85% yield). A mixture of 4 (2.55 g, 19.54 mmol) and EtI (1.88 mL, 23.44 mmol) in 10 mL of DMF at rt was treated with K2CO3 (8.10 g, 58.61 mmol). The reaction mixture stirred 48 h at rt and then H2O was added and the mixture was extracted with EtOAc. The combined organic layers were washed with water, dried over Na2SO4, filtered and concentrated to give 6-chloro-2-ethylpyridazin-3(2H)-one (5, 2.70 g, 87% yield). A solution of 5 (2.70 g, 17.03 mmol) in hydrazine hydrate (4.14 mL, 85.13 mmol) was heated at 70 C. After 2 h, the reaction mixture was loaded directly on to a silica gel column and eluted with 0-10% MeOH in CH2Cl2 to afford 2-ethyl-6-hydrazinylpyridazin-3(2H)-one (6, 1.26 g, 48% yield) as a light-yellow solid. A mixture of 6 (163 mg, 1.06 mmol) and 2-chloro-6-fluorobenzaldehyde (168 mg, 1.06 mmol) in 8 mL of EtOH was heated to reflux. After 1 h, the reaction mixture was concentrated, the solid wasresuspended in THF (8 mL) and chloramine T-hydrate (265 mg, 1.16 mmol) was added. The mixture was heated at 65 C for 4 h. The reaction mixture was allowed to cool to rt and H2O was added. The mixture was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4,filtered and concentrated. The crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes) to afford 3-(2-chloro-6-fluorophenyl)-5-ethyl-[1,2,4]triazolo[4,3-b]pyridazin-6(5H)-one (7, 222 mg, 72% yield). A mixture of 7 (222 mg, 0.76 mmol) and Br2 (0.19 mL, 3.79 mmol) in 3 mL of acetic acid was heated at 80 C for 2 h. The reaction was cooled to rt, water was added and the mixture was extracted with EtOAc. The combined organic layers were washed with H2O and saturated NaHCO3 (aq) and then dried over anhydrous Na2SO4, filtered and concentrated to afford 7,8-dibromo-3-(2-chloro-6-fluorophenyl)-5-ethyl-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-6(5H)-one (8, 285 mg, 83% yield) as a yellow oil. A solution of 8 (285 mg, 0.63 mmol) in 3 mL of THF at rt was treated with NEt3 (0.26 mL, 1.89 mmol). After 1 h, H2O was added and the mixture was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated to give 7-bromo-3-(2-chloro-6-fluorophenyl)-5-ethyl-[1,2,4]triazolo[4,3-b]pyridazin-6(5H)-one (9, 194 mg, 83% yield) as a yellow oil. In a microwave tube was placed 9 (194 mg, 0.52 mmol), 10 (190 mg, 0.63 mmol), PdCl2(PPh3)2 (18 mg, 0.026 mmol) and 2 M Na2CO3 (aq, 1.3 mL, 2.6 mmol) and 2.5 mL of dioxane. The mixture was heated in a microwave at 120 C for 25 min. After cooling to rt, H2O was added and the mixture was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated. The crude material was purified by HPLC (Phenomenex 150 x 30 mm Luna column) eluting with 5-100% CH3CN in water with 0.1% TFA at 35 mL/min over 15 min to afford 3-(3-(2-chloro-6-fluorophenyl)-5-ethyl-6-oxo-5,6-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-7-yl)-N-cyclopropyl-4-methylbenzamide (3j, 69 mg, 28% yield) as an off-white solid.

19064-67-6, 19064-67-6 6-Chloro-3-hydroxypyridazine 252828, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Herberich, Brad; Jackson, Claire; Wurz, Ryan P.; Pettus, Liping H.; Sherman, Lisa; Liu, Qiurong; Henkle, Bradley; Saris, Christiaan J.M.; Wong, Lu Min; Chmait, Samer; Lee, Matthew R.; Mohr, Christopher; Hsieh, Faye; Tasker, Andrew S.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 1226 – 1229;,
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