Sodium hydride → 10-(5-Chlorofuran-2-yl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-8-((2-oxopyrrolidin-1-yl)methyl)-7,8-dihydro-1H-pyrimido[4',5':3,4]pyrrolo[2,1-c][1,4]oxazine-2,4(3H,10H)-dione

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Reaction Steps

Sodium hydride (60% wt in mineral oil, 26.8 mg, 0.671 mmol) was added to a solution of 4-bromo-N-((10-(5-chlorofuran-2-yl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-2,4-dioxo-2,3,4,7,8,10-hexahydro-1H-pyrimido[4′,5′:3,4]pyrrolo[2,1-c][1,4]oxazin-8-yl)methyl)butanamide (82 mg, 0.134 mmol) in THF (6711 μl). The mixture was heated at reflux for 1 hour, then cooled to room temperature and quenched with water (30 ml). The mixture was extracted with ethyl acetate (2×30 ml). The combined organic extracts were washed with brine, passed through a hydrophobic frit and evaporated under vacuum to afford the title compound as a mixture of diastereomers.

Provenance & Evidence