Tetrahydrofuran → HCID 57782445, compound

Participants

Reaction Conditions

Reaction Steps

First, to a mixed solution of 4.02 g of 1-bromo-3,5-difluorobenzene and 40 mL of tetrahydrofuran was added dropwise 14 mL (1.61 mol/L) of hexane solution of n-butyllithium at −78° C. under an atmosphere of nitrogen, and the solution was stirred for 2 hours at −78° C. In addition, to this mixed solution was added 4.03 g of 2,3-diphenylpyrazine in five steps at −78° C., and the temperature of the solution was raised to room temperature. Water was added to this mixture and an organic layer was extracted using diethylether as an extraction solvent. The obtained organic layer was washed with water and dried with anhydrous magnesium sulfate. The solution after drying was filtrated, and the magnesium sulfate was removed. The solvent of the solution was distilled off and the residue obtained by distillation was purified by silica gel column chromatography using dichloromethane as a developing solvent, so that a pyrazine derivative Hdppr-3,5FP (an orange powder, yield: 4%), which was a target substance was obtained. A synthetic scheme of Step 2 is shown by a following (c-3).

Provenance & Evidence