Category: 1722-10-7

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.

Example 24 6,6′-dimethoxy-3,3′-bipyridazine 15 In a 100 ml two-necked flask, 1.55 g (2.1 mmol) of dichlorobis(triphenylphosphine)nickel(II), 452 mg (6.95 mmol) of zinc and 2.23 g (6.95 mmol) of tetrabutylammonium bromide are solubilized in 40 ml of freshly distilled DMF. After degassing, the solution is stirred at ambient temperature for 30 min (the green starting solution turns brown). 1 g (6.95 mmol) of 3-chloro-6-methoxypyridazine 14 is added to this solution, and the reaction mixture is heated at 55 C. for 8 hours. After the solvent has been evaporated off under reduced pressure, the residue is taken up in a saturated solution of ammonium chloride, the suspension is extracted with 4*40 ml of dichloromethane and the organic phase is dried over MgSO4 and then concentrated under reduced pressure. The reaction crude is chromatographed on silica gel (eluent:ethyl acetate/petroleum ether=4/6), to give the bipyridazine 15 with a yield of 96%. 1H NMR (CDCl3) deltappm: 4.16 (s, 6H, OCH3); 7.10 (d, 2H, J=9.3, Hpyridazine); 8.59 (d, 2H, J=9.3, Hpyriazine). 13C NMR (CDCl3) deltappm: 54.96, 118.07, 127.25, 152.40, 165.35. MS, m/z (I %): 218 (M+, 100%), 189 (M+-N2, 22%), 175 (M+t-(N2+CH3), 31%)., 1722-10-7

1722-10-7 3-Chloro-6-methoxypyridazine 74403, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.); US2010/298562; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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.

A solution of 2,2,6,6-tetramethylpiperidine (12.9 ml, 76.1 mmol) in THF (100 mL) was sparged with N2(g) then cooled to -78 C. The -78 C solution was treated slowly with 2.5 M n-butyllithium in hexane (30.4 mL, 76.1 mmol) then warmed to 0 C and stirred for 1 h. The resulting reaction mixture was cooled to -78 C then treated with a 0.46 M solution of 3-Chloro-6-methoxypyridazine in THF (75 mL, 34.6 mmol). After stirring at -78 C for 1 h, the reaction mixture was treated with iodomethane (4.74 mL, 76.1 mmol), and stirred for an additional 30 mm at -78 C. The reaction mixture was quenched with saturated NH4C1(aq) (50 mL), warmed to ambient temperature, diluted with water (50 mL) and extracted with EtOAc (2 x 250 mL). The combined organic extracts were washed with brine (1 x 50 mL), dried over anhydrous Na2SO4(), filtered and concentrated under vacuum to afford the title compound (3.31 g, 60% yield). MS (apci) m/z = 159.0 (M+H).

1722-10-7, 1722-10-7 3-Chloro-6-methoxypyridazine 74403, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ARRAY BIOPHARMA, INC.; ANDREWS, Steven W.; BLAKE, James F.; COOK, Adam; GUNAWARDANA, Indrani W.; HUNT, Kevin W.; METCALF, Andrew T.; MORENO, David; REN, Li; TANG, Tony P.; (263 pag.)WO2017/70708; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

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;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1722-10-7, 3-Chloro-6-methoxypyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 227 To a mixture of4- [3- (methoxymethoxy) propyl]-3- (1-methylethyl)-lH-pyrazole (1.00 g), 3-chloro-6- methoxypyridazine (0.82 g) and N, N-dimethylformamide (15 ml) was added sodium hydride(60%, in oil, 0.24 g) at0 C, and, after termination of hydrogen generation, the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration and washed with water. A mixture of the obtained wet crystals,conc. hydrochloric acid (3 drops) and methanol (15 ml) was refluxed for 4 hours. The reaction mixture was poured into ice water, and the precipitated crystals were collected by filtration, washed with water, dried and subjected to silica gel column chromatography, and 3-{1-[6-methOxypyridazin-3-yl]-3-(1-methylethyl)-lH-pyrazol-4-yl}-1-propanol (300 mg, yield23%) was obtained as a colorless oil from a fraction eluted with acetone-chloroform (1: 4, volume ratio). melting point:122-123 C. 1H-NMR(CDC13) $ : 1.32 (6H, d, J= 6.9Hz), 1.39(1H, t, J= 5.3Hz), 1.84-1. 97 (2H, m), 2.60 (2H, t, J= 7.7Hz), 3.03 (1H, septet, J= 7.0Hz), 3.75 (2H, q, J= 5.8Hz), 4.12 (3H, s), 7.06(1H, d, J= 9.3Hz), 8.11(1H, d, J= 9.3Hz), 8.32(1H, s).

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

Reference£º
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2003/99793; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem