HCID 86617478, compound → HCID 54692286, compound

Participants

Reaction Steps

7-[(4-Benzylmorpholin-3-yl)methyl]-2-(4-fluorobenzyl)-9-hydroxy-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione TFA salt (921 mg, 1.86 mmol, from Example 16) was dissolved in degassed ethanol (10 mL) under nitrogen and 10% palladium on carbon (92 mg) was added. The flask was evacuated and purged with hydrogen three times using a vacuum line and a hydrogen gas balloon. The reaction was stirred overnight under a hydrogen gas atmosphere. The reaction was filtered through a thin pad of celite, washing with degassed ethanol. The filtrate was concentrated to a yellow solid which was triturated with methanol. The solids were collected by vacuum filtration to give the desired product as a white powder. 1H NMR (400 MHz, d6 DMSO) δ 11.9 (s, 1H), 8.96 (bs, 2H), 7.39 (m, 2H), 7.22 (m, 2H), 4.72 (s, 2H), 4.13 (m, 1H), 3.84-4.02 (m, 5H), 3.52-3.70 (m, 5H), 3.27 (m, 1H), and 3.05 (m, 1H). HRMS (FT-ICR C19H21FN4O5+H)=405.1572; calculated 405.1569.

Provenance & Evidence