1,2-Dichloroethane → 4,6-Dichloro-5-cyclopropylpyrimidine

Participants

Reaction Steps

To a stirred solution of 5-cyclopropyl-pyrimidine-4,6-diol (1.35 g, 8.87 mmol) in DCE (35 mL) was added slowly POCl3 (4.14 mL, 44.4 mmol) followed by DIEA (1.72 g, 13.3 mmol). The reaction mixture was heated to reflux for 2 days. After cooling, the solvent was evaporated in vacuo. The residue was partitioned between 5% NaHCO3 and EtOAc. The organic phase was washed with brine, dried, and passed through a Silica gel pad to give 4,6-dichloro-5-cyclopropyl-pyrimidine (1.30 g, 78%) as a yellow oil. 1H NMR (CDCl3, 400 MHz) δ (s, 1H), 1.65 (m, 1H), 1.03 (m, 2H), 1.58 (m, 2H).

Provenance & Evidence