Methanol → HCID 68433138, compound

Participants

Reaction Steps

To a solution of 4-[2-(benzyloxy)ethyl]-2-(4-fluorobenzyl)-9-hydroxy-7-isopropyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione (Example 9, Step 6, 1.18 g, 2.46 mmol) in anhydrous dichloromethane (20 mL) at 0° C. were added diisopropylethylamine (856 μL, 4.91 mmol), trimethylacetyl chloride (454 μL, 3.69 mmol), and N,N-dimethylaminopyridine (60 mg, 0.49 mmol). The mixture was stirred at ambient temperature under inert atmosphere for 1.5 h. Addition of methanol resulted in the precipitation of the title compound as a white solid. 1H NMR (CDCl3, 400 MHz): δ 7.39-7.26 (m, 5 H), 7.07-7.03 (m, 2 H), 6.97-6.93 (m, 2 H), 5.18-5.12 (m, 1 H), 4.79 (m, 1 ), 4.64-4.58 (m, 1 H), 4.47-4.34 (m, 3 H), 3.66-3.54 (m, 1 H), 3.45-3.27 (m, 3 H), 1.88 (m, 1 H), 1.77-1.72 (m, 1 H), 1.46-1.44 (m, 6 H), 1.40 (s, 9 H). ES MS (M+1)=566.7.

Provenance & Evidence