Phosphorus oxychloride → 4-Chloro-6,7,8,9-tetrahydrobenzofuro[3,2-D]pyrimidine

Participants

Reaction Conditions

Reaction Steps

A 15 mL sealed tube was charged with 6,7,8,9-tetrahydro-benzo[4,5]furo[3,2-d]pyrimidin-4-ol (0.31 g, 1.6 mmol) and POCl3 (3 mL), sealed, and heated to 110° C. After 30 min, POCl3 was removed under reduced pressure and the resultant residue was purified by FCC (40% EtOAc/hexanes) to afford the desired product as a white solid (0.27 g). MS: 189.0 (negative mode). 1H NMR (400 MHz, d6-DMSO) δ ppm 8.00 (s, 1H), 2.74-2.67 (m, 2H), 2.57-2.51 (m, 2H), 1.90-1.82 (m, 2H), 1.80-1.70 (m, 2H).

Provenance & Evidence