Bis-(1H-imidazol-2-YL)-methanone → HCID 54684212, compound

Participants

Reaction Steps

A methanolic solution of 2-{2-[benzyl(methyl)amino]ethyl}-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine-4-carboxamide prepared as described in Step 4 was stirred under H2 atmosphere in the presence of catalytic 10% Pd/C for 2 hours. The reaction mixture was filtered through celite to remove the catalyst then concentrated under reduced pressure. MS (ES) C17H17FN4O3 requires 320. Found: 321 (M+H+). The crude organic product was treated with carbonyl diimidazole (1.5 equivalents) and potassium tert-butoxide in refluxing dioxane for 1 hour. Title compound was purified by RP HPLC (C18, 5 μM, H2O/MeCN with 1% of TFA as eluant). Lyophilization of appropriate fractions gave title compound as a white solid.

Provenance & Evidence