Acetic Acid → HCID 19361673, compound

Participants

Reaction Steps

A mixture of 2-(3-Cyclopentyloxy-4-methoxyphenyl)-5-(2-pyridyl)furan, (50 mg) from example 2, in acetic acid (2 ml) and bromine were stirred for 15 mins. at room temperature. The reaction mixture was quenched with sodium sulfite extracted with EtOAc dried with sodium sulfate and evaporated in vacuo to afford the unexpected title compound as a beige solid in 31% yield. 1H NMR (300 MHz, CDCl3): δ 1.6 (m, 2H), 1.98-1.8 (m, 6H), 2.3 (s, 3H), 3.88 (s, 3H), 4.82 (m, 1H), 6.91 (dd, 1H), 7.10 (m, 1H), 7.25 (s, 1H), 7.35 (dd, 2H), 7.7 (bs, 2H), 8.58 (d, 1H).

Provenance & Evidence