Ethyl diazoacetate → HCID 57634640, compound

Participants

Reaction Steps

To a suspension of 4-acetyl-1-(4-fluorobenzyl)-3,4-dihydropyrazin-2(1H)-one (5.0 g, 20.0 mmol; Example 2, Step 3) and copper bronze (320 mg, 5.0 mmol) in anhydrous toluene (50 mL) under nitrogen at 120° C. (oil bath) was added ethyl diazoacetate (6.4 mL, 60.0 mmol) via a syringe pump at a speed of 2.5 mL/h. After 3 h, TLC (eluted with ethyl acetate) showed no starting material left. The reaction mixture was cooled to room temperature, filtered and concentrated. The residue was purified by column chromatography on silica gel using ethyl acetate and methanol as eluents to give both exo and endo diastereomers.

Provenance & Evidence