Lithium iodide → HCID 11719751, compound

Participants

Reaction Steps

A solution of Example 595C (205 mg, 0.4 mmol), and LiI (214 mg, 4 equiv.) in 4 mL of pyridine was reacted in a microwave at 150° C. for 35 minutes, concentrated, and purified by preparative HPLC on a Waters Symmetry C8 column (40 mm×100 mm, 7 μm particle size) using a gradient of 10% to 95% acetonitrile/10 mM aqueous ammonium acetate over 12 minutes (15 minute run time) at a flow rate of 70 mL/min. in 143 mg (76%) yield. MS (ESI(+)) m/e 471 (M+H)+; MS (ESI(−)) m/e 469 (M−H)−; 1H NMR (400 MHz, DMSO-d6) δ 0.99 (t, J=7.21 Hz, 6H) 1.56 (m, 6H) 2.10 (m, 2H) 2.58 (m, 4H) 2.68 (q, J=7.09 Hz, 4H) 2.90 (m, 2H) 5.71 (dt, J=11.55, 7.06 Hz, 1H) 6.79 (d, J=8.31 Hz, 1H) 6.93 (d, J=11.74 Hz, 1H) 7.12 (d, J=8.31 Hz, 1H) 7.32 (m, 2H) 7.48 (td, J=7.46, 1.22 Hz, 1H) 7.79 (dd, J=7.83, 1.22 Hz, 1H).

Provenance & Evidence