Reference of 558-42-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 558-42-9 as follows.
Example 221-{4-[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]-piperidin-1-yl}-2-methyl-propan-2-ol dihydrochlorideTo a solution of 3-butyl-4-(4-cyclohexyloxy-phenyl)-6-(piperidin-4-yloxy)-pyridazine dihydrochloride (Example 14, 0.2 mmol, 97 mg) in EtOH (2 mL) was added 1-chloro-2-methyl-2- propanol (0.4 mmol, 44 mu), and potassium carbonate (0.6 mmol, 83 mg). And the mixture was stirred at 50°C for 4 hours. It was then diluted with water/EtOAc. The organic layers were combined, dried, and condensed in vacuo and the residue was purified by silica gel chromatography (DCM to DCM + 10percent MeOH) to give a colorless sticky solid, which was dissolved in DCM (2 mL), 1 N HCI in ether (2 mL) was added, kept at room temperature for 10 min, condensed, triturated with hexanes to yield 1-{4-[6- butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxy]-piperidin-1-yl}-2-methyl-propan-2-ol dihydrochloride (86 mg, 77percent yield). LCMS: m z 483 [M+1]. 1 H NMR (400 MHz, CD3OD): delta 7.53 and 7.62 (1 H, s), 7.41- 7.46 (2H, m), 7.10 – 7.14 (2H, m), 5.42 – 5.52 (1 H, m), 4.41 – 4.46 (1 H, m), 3.65 – 3.83 (2H, m), 3.25- 3.47 (3H, m), 3.05 – 3.12 (2H, m), 2.22 – 2.55 (5H, m), 1.98 – 2.03 (2H, m), 1.78 – 1.83 (2H, m), 1.40 – 1.63 (7H, m), 1.38 (6H, s), 1.22 – 1.36 (3H, m), 0.81 (3H, t).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,558-42-9, its application will become more common.
Reference:
Patent; TRANSTECH PHARMA, INC.; GOHIMUKKULA, Devi, Reddy; JONES, David; QABAJA, Ghassan; ZHU, Jeff, Jiqun; COOPER, Jeremy, T.; BANNER, William, Kenneth; SUNDERMANN, Kurt; BONDLELA, Muralidhar; RAO, Mohan; WANG, Pingzhen; GOWDA, Raju, Bore; ANDREWS, Robert, C.; GUPTA, Suparna; HARI, Anitha; WO2011/103091; (2011); A1;,
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