6-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one → 6-{4-[2-Hydroxy-2-(6-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}naphthalene-2-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-(2-Oxopiperazin-1-yl)naphthalene-2-carbonitrile [I-5] (40 mg, 0.16 mmol) and 6-methyl-5-(oxiran-2-yl)-2-benzofuran-1(3H)-one [I-16] (30 mg, 0.16 mmol of the fast eluting isomer) in EtOH (1.5 mL) was heated to 140° C. for 1 hour. The reaction mixture was concentrated to dryness, and dissolved in MeOH, filtered and shot into Mass-directed HPLC for purification to give the title product. LC-MS (IE, m/z): 442 [M+1]+.

Provenance & Evidence