Acetic Acid → 5-ethyl-6-{2-[4-(2-hydroxy-1-methyl-ethoxy)-phenyl]-benzoxazol-6-yl}-4,5-dihydro-2H-pyridazin-3-one

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Reaction Steps

40 mg (102 μmol) 2-{4-[6-(4-ethyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-benzoxazol-2-yl]-phenoxy}-propionaldehyde are placed in 2 mL DCM and 250 μL DMF. 6 μL (104 mmol) acetic acid and 22 μL (156 μmol) diisopropylamine are added and the mixture is stirred for 40 min at RT. Then 33 mg (156 μmol) sodium triacetoxyborohydride are added and the mixture is stirred for 3.5 h at RT. The reaction mixture is diluted with DCM and extracted successively with 10% sodium carbonate solution and sat. saline solution. The solv. of the organic phase is eliminated i.V. and the residue is purified through HPLC. (xBridge, MeOH/H2O+TFA) The corresponding fractions are freeze-dried.

Provenance & Evidence