Category: 17973-86-3

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SYNTHETIC EXAMPLE 4 Synthesis of N-(2-nitrobenzoyl)-N’-[4-(6-bromo-3-pyridazinyloxy)-3-nitrophenyl]urea (Compound No. 7) 3.0 g of 3,6-dibromopyridazine was dissolved in 15 ml of dimethyl sulfoxide. To this solution, a mixture of 2.0 g of 4-amino-2-nitrophenol, 3.6 g of potassium carbonate and 10 ml of water was added and, after flushing with nitrogen, the mixture was reacted at a temperature of from 100 to 110 C. for 2 hours. After the completion of the reaction, the reaction product was cooled and poured into water, and then extracted with methylene chloride. The extract layer was washed with an aqueous sodium hydroxide solution and then with water, and dried over anhydrous sodium sulfate. Then, the solvent was distilled off, whereby 2.4 g of 4-(6-bromo-3-pyridazinyloxy)-3-nitroaniline was obtained., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ishihara Sangyo Kaisha Ltd.; US4677111; (1987); A;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Preparation of 3-(4-(benzyloxy)cyclohexyloxy)-6-bromopyridazine To a stirred suspension of 4-(benzyloxy)cyclohexanol (50.0 mg, 0.242 mmol) and KO’Bu (40.8 mg, 0.364 mmol) in THF (3.00 mL) was added 3,6-dibromopyridazine (115 mg, 0.485 mmol) at room temperature. The reaction mixture was stirred at 70 C. for 15 hours. The residue was diluted with EtOAc and washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=3:1) to give the desired product as a white solid. 1H-NMR (400 MHz, CDCl3) delta 1.58 (3H, m), 1.78 (2H, m), 2.04 (2H, m), 2.23 (1H, m), 3.46, 3.57 (1H, m), 4.55 (2H, s), 5.27, 5.36 (1H, m), 6.81 (1H, m), 7.26-7.37 (5H, m), 7.45 (1H, m). LC-MS Calcd. 362.06, Found 362.80 [M+H]+., 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; CHEMIZON, A DIVISION OF OPTOMAGIC CO., LTD.; US2012/53180; (2012); A1;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 26 A mixture of 5 parts of 1-(3-methylphenyl)piperazine dihydrochloride, 10.6 parts of sodium carbonate and 180 parts of N,N-dimethylformamide was stirred for 1 hour at 65 C. Then there were added 7.2 parts of 3,6-dibromopyridazine and the whole was stirred overnight at about 65 C. The reaction mixture was poured into ice water. The product was filtered off and dissolved in dichloromethane. The solution was washed twice with water, dried, filtered and evaporated. The residue was crystallized from ethanol. The product was filtered off and dried, yielding 4.1 parts (61.5%) of 3-bromo-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine; mp. 145.7 C. (compound 136).

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Janssen Pharmaceutica N.V.; US5001125; (1991); A;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

277. 8 mg (2.1 mmol) of hydroxyacetic acid tert-butyl ester and 100.9 mg of sodium hydride (55 % in mineral oil) in 15 ml of DMF were stirred at room temperature for 30 min. Then 500 mg (2.1 mmol) of 3,6-dibrompyridazine were added, and the reaction mixture was stirred at 60 C for 2 h. After evaporation to dryness, the residue was stirred with ethyl acetate, the solution filtered, evaporated, and the crude product (450 mg) directly employed in the subsequent step., 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

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Patent; sanofi-aventis; EP1939181; (2008); A1;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,6-dibromo-pyridazine (8.45 g, 35.5 mmol), palladacycle (0.66 g, 0.71 MMOL), palladium acetate (0.16 g, 0.71 MMOL), tri-tert-butylphosphine (0.35 ml, 1.42 MMOL), aqueous potassium carbonate (2 M, 107 MMOL), 1, 3-propanediol (7.7 ML, 107 MMOL) and 1,4-dioxane (100 ML) was stirred at reflux for 1 hour. 3-Thienyl boronic acid (5.0 g, 39.0 MMOL) was added and the mixture was stirred at reflux for 7 days. Aqueous sodium hydroxide (50 MI, 1 M) was added and the mixture was extracted with ethyl acetate (2 x 100 ML). Chromatography on silica gel with ethyl acetate: petroleum (1 : 3) as solvent gave the title compound. Yield 1.5 g (18%)., 17973-86-3

17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROSEARCH A/S; WO2004/43960; (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.17973-86-3,3,6-Dibromopyridazine,as a common compound, the synthetic route is as follows.

Example 24 2-(2,4-Difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(6-(4-(trifluoromethyl)phenyl)pyridazin-3-yl)propan-2-ol (56) To a stirred solution of 3,6-dibromopyridazine (200 mg, 0.84 mmol) and 4-(trifluoromethyl)phenylboronic acid (159.7 mg, 0.84 mmol) in 1,2-dimethoxyethane (DME; 12 mL) was added 1M sodium carbonate (Na2CO3; 1.2 mL, 1.26 mmol) at RT, and the mixture was degassed by purging with argon for 30 min. To the resulting reaction mixture was added tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4; 29.1 mg, 0.025 mmol), and the mixture was further degassed for 5 min at RT. The reaction mixture was stirred at reflux for 18 h. After complete consumption of the starting material (by TLC), the reaction mixture was cooled to RT, diluted with H2O (50 mL) and extracted with EtOAc (2*50 mL). The combined organic extracts were washed with H2O (40 mL) and brine (40 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude material. Purification by silica gel column chromatography (eluting with 12% EtOAc/hexane) afforded a mixture of mono and bis-coupled products BC (150 mg, 2:1 ratio), which was taken to the next step without separation. (Note: Both compounds eluted at same Rf; all the characteristic protons were seen in the 1H NMR spectrum.) MS (ESI): 303 [M+H]+. To a stirred suspension of copper powder (0.75 g, 11.81 mmol) in DMSO (3 mL) was added ethyl 2-bromo-2,2-difluoroacetate (1.2 g, 5.92 mmol) at RT, and the mixture was stirred for 1 h. A solution of compound BC (0.9 g, mixture) in DMSO (7 mL) was added to the reaction mixture, and stirring was continued for another 18 h at RT. After completion of reaction (by TLC), the reaction mixture was quenched with satd NH4Cl solution (100 mL) and extracted with EtOAc (2¡Á200 mL). The combined organic extracts were washed with H2O (50 mL) and brine (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude product. Purification by silica gel column chromatography (eluting with 15% EtOAc/hexane) afforded crude BD (0.7 g, as a mixture) which was taken for the next step without separation. (Note: All the characteristic protons were seen in the 1H NMR spectrum.) LC-MS: 347.8 [M+H]+ at 4.99 RT (73.75% purity).

17973-86-3, As the paragraph descriping shows that 17973-86-3 is playing an increasingly important role.

Reference£º
Patent; VIAMET PHARMACEUTICALS, INC.; US2012/329802; (2012); A1;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Z-re-Bromo-a-pyridazinyll-?S^S^delta-te/if-butoxycarbonyl-Z.delta-diazabicvclo-rZ.Z.Il- heptane (Intermediate compound)A mixture of te/tauf-butyl-(1S,4S)-2,5-diazabicyclo-[2.2.1]-heptane-2- carboxylate (3.0 g; 15.1 mmol), 3,6-dibromopyridazine (3.6 g; 15.1 mmol) and dioxane (15 ml) was stirred for 3 days at 90C. The crude product salt was filtered. Aqueous sodium hydroxide (50 ml; 1 M) was added to the solid material. The mixture was extracted with dichloromethane (3 x 50 ml). Chromatography on silica gel with dichloromethane, methanol and cone, ammonia (89:10:1 ) gave the title compound as free base. Yield 1.71 g (32%).

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

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Patent; NeuroSearch A/S; WO2006/87305; (2006); A1;,
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Pyridazine | C4H4N2 – PubChem

17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 2-(6-(6-bromopyridazin-3-yl)-l-oxo-2-(2,2,2-trifluoroethyl)-l,2,3,4- tetrahydronaphthalen-2-vDacetate (22A) : Pd(dppf)Cl2 (0.154 g, 0.21 mmol) was added to a solution of 3,6-dibromo pyridazine (1 g, 4.2 mmol) in 16 mL of 1,4 dioxane-H20 (3: 1) mixture under argon atmosphere, followed by cesium carbonate (4.1 1 g, 12.61 mmol) and 1H (1.85 g, 4.2 mmol). The mixture was degassed for 5 min. The reaction mixture was refluxed for 2 h, solvent was removed under reduced pressure, and the residue was partitioned between ethyl acetate and water. The separated organic layer was dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography using 10% ethyl acetate in hexane to afford the title compound (0.8 g, 40%) as a solid. lU NMR (300 MHz, CDC13): delta 8.19 (d, J= 8.1 Hz, 1H), 8.06 (s, 1H), 7.90 (dd, J = 2.1 Hz, J2 = 8.7 Hz, 1H), 7.77 (s, 2H), 4.14 (q, J= 6.9 Hz, 2H), 3.16 (t, J= 6.0 Hz, 2H), 2.95 – 2.82 (m, 2H), 2.69 – 2.57 (m, 2H), 2.53 – 2.32 (m, 2H), 1.24 (t, J= 7.2 Hz, 3H). ESI-MS m/z: 471 (M+H)+.

17973-86-3, 17973-86-3 3,6-Dibromopyridazine 248852, apyridazine compound, is more and more widely used in various fields.

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Patent; GLAXOSMITHKLINE LLC; CHEUNG, Mui; TANGIRALA, Raghuram, S.; WO2014/74761; (2014); A2;,
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17973-86-3, 3,6-Dibromopyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 21: Preparation of 1-(4-chlorophenylamino)-4-(4-pyridylmethoxy)pyridazine [51.2] Step 1: To a mixture of 3,6- dibromo-pyridazine (500 mg, 2.10mmol, for preparation see Pwdrali et al.; J.Org. Chem.; 23, 1958; 778) and 4-pyridylcarbinol (229 mg. 2.10 mmol) in anhydrous tetrahydronfuran (10 mL) at 0 C under argon was added sodium hydride (302 mg, 12.6 mmol). The reaction mixture was warmed up to RT and then was stirred at 50 C under argon for 6h. After cooled to 0 C, the resultant orange mixture was diluted with ethyl acetate (20 mL) and then excess sodium hydride was quenched by water until no bubble occurred. The organic layer was collected and washed by brine ( 3 x 10 mL) and dried over anhydrous Na2SO4, filtered, and evaporated in vacuo, which afforded 400 mg (1.50 mmol, 71% yield) of 1-bromo-4-(4-pyridylmethoxy)pyridazine as an oil. The crude product was pure enough to carried out next step reaction without further purification. 1H-NMR (MeOH-d4) 8.52-8.54 (m, 2H), 7.80 (d, 1H), 7.52-7.54 (m, 2H), 7.25 (d, 1H), 5.60 (s, 2H); MS LC 266 M+,269 (M+3H)+, cacl. 266; TLC (3:2 v/v ethyl acetate-hexanes) Rf= 0.20., 17973-86-3

The synthetic route of 17973-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Corporation; EP1208096; (2004); B1;,
Pyridazine – Wikipedia
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