Bromine → HCID 18442554, compound

Participants

Reaction Conditions

Reaction Steps

3-benzyl-2-propyl-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one (1-2, 0.52 g, 1.93 mmol) was dissolved in AcOH (3.0 mL) and treated with Br2 neat (0.11 mL, 2.13 mmol). The reaction was stirred overnight at 25° C. and then concentrated. The residue was purified by preparative thin layer chromatography (SiO2, 40% EtOAc/hexanes) to yield 3-benzyl-2-(1-bromopropyl)-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one (1-3). 1H NMR (300 MHz, CDCl3) δ 7.33 (m, 4H), 7.26 (d, 1H obscured), 6.15 (d, J=16.1 Hz, 1H), 4.80 (d, J=16.1 Hz, 1H), 4.58 (t, J=7.3 Hz, 1H), 2.92 (m, 4H), 2.36 (m, 1H), 2.12 (m, 3H), 0.69 (t, J=7.3 Hz, 3H). MS 347.0 found 347.3 required.

Provenance & Evidence