Diisopropylethylamine → HCID 136102579, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-3H-pyrimidin-4-one (Intermediate 4; 100 mg, 0.77 mmol), 1-(3-fluorobenz-yl)piperazine (Aldrich; 194 mg, 1.0 mmol), and diisopropylethylamine (200 μL, 1.1 mmol) in 2-butanol (5 mL) was heated in a sealed scintillation vial on a hot plate at about 80° C. for 8 hours and then allowed to cool and stand at room temperature overnight. The mixture was filtered. The solid was washed with 2-butanol and air-dried to give 6-[4-(3-fluoro-benzyl)-piperazin-1-yl]-3H-pyrimidin-4-one (145 mg, 65%), as a white solid, mp 273-275° C. (dec.). 1H NMR (d6-DMSO) δ 2.36-2.39 (m, 4H), 3.44-3.47 (m, 4H), 5.23 (s, 1H), 7.04-7.16 (m, 3H), 7.32-7.40 (m, 1H), 7.86 (s, 1H), 11.60 (s, 1H). LRMS ES+M+H 289. HRMS Calcd. for C15H18FN4O (M+H), 289.1459. Found, 289.1459.

Provenance & Evidence