Triphenylphosphine → 1,3-dimethyl-6-(4-[3-(2-phenyl-4-oxo-4H-1-benzopyran-6-yl)oxypropyl]piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione

Participants

Reaction Steps

In 40 ml of tetrahydrofuran were dissolved 0.84 g of 6-hydroxy-2-phenyl-4-oxo-4H-1-benzopyran (Compound 27), 0.5 g of the previously obtained 1,3-dimethyl-6-[4-(3-hydroxypropyl)piperazine-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound 26) and 0.66 g of triphenylphosphine. Then, 0.4 ml of diethyl azodicarboxylate was added to the solution, followed by stirring for 1 hour. The resultant reaction solution was concentrated under reduced pressure, and the resultant residue was purified through a silica gel column chromatograph (chloroform:methanol=40:1 in volume ratio) to obtain 0.41 g (yield 43%) of 1,3-dimethyl-6-(4-[3-(2-phenyl-4-oxo-4H-1-benzopyran-6-yl)oxypropyl]piperazine-1-yl)-2,4(1H,3H)-pyrimidinedione (the non-oxalate of Compound 28).

Provenance & Evidence