Triphenylphosphine → HCID 12017322, compound

Participants

Reaction Steps

To ethyl 3-benzyl-3-methyl-4-(4-{3-[(1-oxidopyridin-2-yl)amino]propoxy}phenyl)butanoate (322 mg) and PPh3 (220 mg, 0.84 mmol) in glacial acetic acid (5 mL) was added Fe powder (58 mg, 1.0 mmol). The reaction mixture was refluxed for 20 min and cooled to RT. The iron was removed by using a magnet and the mixture concentrated to an oil. The oil was purified by flash column chromatography using 80% EtOAc/hexane as eluent. Obtained was an oily ethyl 3-benzyl-3-methyl-4-{4-[3-(pyridin-2-ylamino) propoxy]phenyl}butan-oate (218 mg, 0.48 mmol, 2 step yield 55%). LC-MS (MH+)=447. H NMR (DMSO-d6) δ0.81 (s, 3H), 1.20 (t, 3H), 1.95 (m, 2H), 2.02 (s, 2H), 2.54-2.78 (m, 4H), 3.37 (q, 2H), 4.02 (t, 2H), 4.09 (q, 2H), 6.43 (m, 2H), 6.55 (t, 1H), 6.85 (d, 2h), 7.06 (d, 2H), 7.15 (d, 2H), 7.21 (dd, 1H), 7.28 (d, 2H), 7.33 (dd, 1H), 7.95 (d, 1H).

Provenance & Evidence