14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various.
14161-11-6, 3,4,5-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To a solution of 3,4,5-trichloropyridazine (1 eq) in eOH (1 mUmmol) was added dropwise a solution of the appropiate aminoalcohol (ex: 2-methylamino-ethanol) (3 eq) in MeOH (1 mUmmol)(acetonitrile can be also used). The reaction mixture was stirred at room temperature from 1 h to 2 days depending on the amine. The solvent was removed under vacuum to give a brown oil which was purified by biotage flash column chromatography (70% EtOAc in cyclohexane to 100% EtOAc) to give the desired product (ex: 2-[(5,6-dichloro-pyridazin-4-yl)-methyl- amino]-ethanol).The appropiate dichloropyridazine (ex: 2-[(5,6-dichloro-pyridazin-4-yl)-methyl- amino]-ethanol) (1 eq) was dissolved in THF (20 mL/mmol). When the solution started refluxing, potassium tert-butoxide (1.2 eq) was added portionwise. The reaction mixture was refluxed for 2 h. On cooling, a saturated aqueous solution of amonium chloride was added and the layers were separated. The aqueous phase was extracted with EtOAc (x2). The combined organic layers were dried (sodium sulphate), filtered and evaporated. The residue was triturated with Et20-DCM 9: 1 and filtered off to afford the desired product (ex: 8-chloro-4-methyl-3,4-dihydro- 2H-pyridazino[4,5-b]-1 ,4-oxazine).Intermediate 98-Chloro-4-methyl-3,4-dihydro-2H-p ,5-b]-1 ,4-oxazine:HPLC- S (method 4): Rt =0.98 min, [ +H]* 186.1.1H NMR (300 MHz, CDCI3) delta 8.47 (s, 1 H), 4.42 (m, 2H), 3.46 (m, 2H), 3.06 (s, 3H).Yield: 77% for two steps
14161-11-6 3,4,5-Trichloropyridazine 70111, apyridazine compound, is more and more widely used in various.
Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); GARCIA COLLAZO, Ana Maria; PASTOR FERNANDEZ, Joaquin; BLANCO APARICIO, Carmen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco Javier; HERNANDEZ HIGUERAS, Ana Isabel; SALUSTE, Carl-Gustave Pierre; GONZALEZ CANTALAPIEDRA, Esther; MARTINEZ GONZALEZ, Sonia; SALGADO SERRANO, Antonio; NOYA MARINO, Beatriz; WO2011/80510; (2011); A1;,
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