Diisopropylethylamine → HCID 67445706, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 4-isopropoxy-3,5-dimethyl-benzoic acid (175 mg, 794 μmol), 4-allyloxy-N-hydroxy-3,5-dimethyl-benzamidine (165 mg, 792 μmol) and DIPEA (128 mg, 993 μmol) in DCM (10 mL), TBTU (321 mg, 1.00 mmol) is added at 0° C. The mixture is stirred at 0° C. for 1 h, then at rt for 5 h, before it is diluted with EA (100 mL) and washed with sat. aq. NaHCO3 solution (2×30 mL). The org. extract is dried over Na2SO4, filtered and evaporated. The residue is dissolved in dioxane (10 mL) and stirred at 90° C. for 2 days. The solvent is evaporated and the residue is dried to give crude 3-(4-allyloxy-3,5-dimethyl-phenyl)-5-(4-isopropoxy-3,5-dimethyl-phenyl)-[1,2,4]oxadiazole (346 mg); LC-MS: tR=1.25 min, [M+1]+=393.47.

Provenance & Evidence