Bromine → HCID 54758218, compound

Participants

Reaction Conditions

Reaction Steps

3-Benzyl-2-propylthieno[3,2-d]pyrimidin-4(3H)-one (1-5, 0.80 g, 2.81 mmol) was dissolved in AcOH (3.0 mL) and treated with Br2 neat 0.43 mL, 8.44 mmol). The reaction was warmed to 60° C. for 6 h, and then concentrated. The residue was purified by flash column chromatography (SiO2, 0-10% EtOAc/hexanes gradient) to give 3-benzyl-2-(1-bromopropyl)thieno[3,2-d]pyrimidin-4(3H)-one (1-6). 1H NMR (300 MHz, CDCl3) δ 7.82 (d, J=5.2 Hz, 1H), 7.28 (m, 4H), 7.15 (d, J=7.0 Hz, 2H), 6.26 (d, J=16.5 Hz, 1H), 4.93 (d, J=16.5 Hz, 1H), 4.68 (t, J=7.1 H, 1H), 2.43 (m, 1H), 2.25 (m, 1H), 0.73 (t, J=7.0 Hz, 3H); MS 364.8 found 363.2 required.

Provenance & Evidence