Water → HCID 68980406, compound

Participants

Reaction Steps

(1-Bromo-3-isopropyl-4-oxo-3,4-dihydro-phthalazin-6-yl)-carbamic acid tert-butyl ester (0.75 g, 1.96 mmol) was dissolved in DMF (10 ml). To this was added NaH (60%, 0.2 g, 4.9 mmol) as a suspension in DMF (5 ml). The mixture was stirred at RT for 30 min then 1-bromo-2-methoxyethane (0.4 g, 2.9 mmol) was added in one portion as a solution in DMF (5 ml) and the reaction mixture was stirred at RT for 3 hours. After this time, the reaction mixture was cooled to RT and water (20 ml) was added cautiously, the mixture was extracted with EtOAc (3×50 ml), the organic layers were combined, dried (MgSO4), filtered, concentrated under vacuum and the residue subjected to flash column chromatography (elution: 60% heptane, 40% EtOAc) to afford (1-bromo-3-isopropyl-4-oxo-3,4-dihydro-phthalazin-6-yl)-(2-dimethylamino-ethyl)-carbamic acid tert-butyl ester (0.2 g, 23% yield) as a white solid.

Provenance & Evidence