289-80-5, Pyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
289-80-5, n-Butyllithium (2.76 mL, 6.9 mmol, 2.5 M in hexane) was added dropwise to a cooled (0 C) solution of diisopropylamine (0.97 mL, 6.9 mmol) in tetrahydrofuran (2 mL) under a nitrogen atmosphere. After stirring for 30 minutes the reaction mixture was cooled to-78 C and a solution of pyridazine (452 pL, 6.3 mmol) and tributyltin chloride (1.9 mL, 6.9 mmol) were added simultaneously while the temperature was kept below-70 C. The reaction mixture was stirred for 2 hours at-78 C ; subsequently, a saturated aqueous NH4C1 solution was added and the reaction mixture was extracted three times with ethyl acetate. The combined organic layers were dried (MgSO4) and evaporated to dryness. The crude product was purified by LCMS to give t’butylstannylpyridazine (197 mg, 0.53 mmol, 8% yield). This stannylpyridazine (183 mg, 0.49 mmol), (11ss,16alpha,17ss)-11-(4-bromophenyl)-17- cyclopropylcarbonyl-16-methylestra-4, 9-dien-3-one (100 mg, 0.20 mmol) and bis (triphenylphosphine) palladium (ll) chloride (3 mg, 0.004 mmol) were dissolved in dioxane (3 mL) under a nitrogen atmosphere. The reaction mixture was stirred overnight at 110 C and then cooled to room temperature. Water was added and the mixture was extracted three times with dichloromethane. The combined organic layers were dried through a phase separate filter and evaporated to dryness. Purification by LCMS followed by lyophilisation gave (11 p, 160, 17p)-17-cyclopropylcarbonyl-16-methyl-11- [4- (4-pyridazinyl) phenyl] estra- 4,9-dien-3-one (78 mg, 0.16 mmol, 79% yield).’H NMR (400 MHz, CDCl3) : 8 0.33 (s, 3H), 0.85-2. 84 (m, 26H), 4.48 (d, J= 7 Hz, 1H), 5.81 (s, 1H), 7.33-7. 37 (m, 2H), 7.60-7. 64 (m, 3H), 9.21 (dd, J = 5 and 1 Hz, 1H), 9.46 (dd, J = 3 and 1 Hz, 1H). The same title compound was also obtained using 4-tributylstannylpyridazine prepared according to the procedures described in Eur. J. Org. Chem. 2885-2896 (1998) and Tetrahedron Letters 38,5791-5794 (1997).
As the paragraph descriping shows that 289-80-5 is playing an increasingly important role.
Reference£º
Patent; AKZO NOBEL N.V.; WO2005/92912; (2005); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem