HCID 69978905, compound → HCID 131722970, compound

Participants

Reaction Steps

1-(4-Methylcarboxybutyl)-3,4-dihydro-8H-pyrimido[4, 5-c][1,2]oxazine-7-one (13.5) (0.42 g, 1.57 mmol) was dissolved in 1M aqueous sodium hydroxide solution (10 ml) and stirred for 2 hours. The mixture was applied to an ion exchange column of Dowex 50 WX8-200. This was eluted with water and the product recovered using 2M aqueous ammonia solution. The solution volume was reduced and then freeze-dried to yield a white solid (0.24 g, 60.4%). The product appeared as a single spot when analysed in the following thin-layer chromatography systems: Silica gel eluted with chloroform:methanol (7:3) and butan-1-ol: water, glacial acetic acid (12:5:3); Silica gel impregnated with ODS eluted with methanol:water:glacial acetic acid (80:20:1); Cellulose eluted with butan-1-ol:water:glacial acetic acid (12:5:3). The structure was confirmed by mass spectroscopy and proton NMR.

Provenance & Evidence