Sodium Iodide → HCID 59000781, compound

Participants

Reaction Conditions

Reaction Steps

Methanesulfonic anhydride (136 mg, 0.78 mmol) and NEt3 (145 μL, 1.04 mmol) were added to a solution of 41 (125 mg, 0.26 mmol) in CH2Cl2 (15 mL) at 0° C. under a nitrogen atmosphere. The reaction mixture was stirred at 0° C. for 30 min. and at ambient temperature for 8 h. The reaction mixture was diluted with CH2Cl2 (20 mL) and washed with saturated aqueous NaHCO3, brine, dried (MgSO4), filtered, and concentrated in vacuo to provide a yellow oil. A mixture of the oil (68.5 mg, 0.122 mmol) and NaI (183 mg, 1.22 mmol) in P(OEt)3 (5 mL) was heated at 120° C. for 24 h. The P(OEt)3 was removed in vacuo and the residue was purified by flash chromatography (silica gel, 0-4% MeOH/CH2Cl2) to provide the title compound. 1H NMR (DMSO-d6) δ 0.89 (t, J=7.2 Hz, 3H), 1.20 (m, 9H), 1.85 (m, 2H), 3.24 (m, 2H), 3.52 (m, 6H), 3.71 (m, 4H), 3.94 (m, 6H), 4.17 (q, J=7.1 Hz, 2H), 6.79 (s, 1H), 7.40 (m, 2H), 7.46 (m, 3H). Mass Spectrum (ESI+) m/e=602.2 (M+H).

Provenance & Evidence