Reaction #1352638
Related Literature (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08772323B2
Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 40 mg (119 μmol) 5-ethyl-6-[2-(4-hydroxy-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one, 31 mg (238 μmol) 2-(ethyl-isopropyl-amino)-ethanol, 66 mg (251 μmol) triphenylphosphine and 5 ml THF are placed under protective gas. At 0° C., 58 mg (251 μmol) of DBAD are added and then the mixture is stirred overnight at RT. Then it is diluted with EA and extracted with 10% sodium carbonate solution. The organic phase is stirred with 15 mL of 4N HCl for 5 min and then extracted twice with diethyl ether. The acid H2O phase is made basic with sodium carbonate solution and extracted 3 times with DCM. The organic phase is washed with saturated saline solution and then the solv. is eliminated i.V. The residue is recrystallised with cyclohexane/EA. extracted with 10% sodium carbonate solution The organic phase is stirred with 15 mL of 4N HCl for 5 min extracted twice with diethyl ether extracted 3 times with DCM The organic phase is washed with saturated saline solution The residue is recrystallised with cyclohexane/EA
Source ID: ord-7ef1c7c56ccd4fbb8ce287085f3b655b