6-(Methyloxy)-4-{2-[(2S)-2-oxiranyl]ethyl}pyrido[2,3-b]pyrazin-3(4H)-one → 6-[(4S)-4-{[(2S)-2-Hydroxy-4-(6-methoxy-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl)butyl]amino}-2-oxopyrrolidin-1-yl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Participants

Reaction Conditions

Reaction Steps

In a mixed solvent (12 ml) of ethanol-water (9:1) were suspended 6-methoxy-4-{2-[(2S)-oxiran-2-yl]ethyl}pyrido[2,3-b]pyrazin-3(4H)-one (Reference Example 72; 290 mg, 1.17 mmol) and 6-[(4S)-4-amino-2-oxopyrrolidin-1-yl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one (Reference Example 22; 291 mg, 1.17 mmol), and the suspension was stirred in a sealed tube at 80° C. for 16 hours. The solvent was removed from the reaction solution under reduced pressure and the obtained residue was purified by silica gel column chromatography (chloroform/methanol) to yield 182 mg (31%) of the title compound in the form of a yellowish solid.

Provenance & Evidence