Lithium iodide → HCID 11633910, compound

Participants

Reaction Steps

A mixture of Example 529D (373 mg, 0.8 mmol) and LiI (428 mg, 4 equiv.) in 8 mL of pyridine was heated at 150° C. for 35 minutes in a microwave. The product was purified in two fractions by preparative HPLC on a Waters Symmetry C8 column (40 mm×100 mm, 7 μm particle size) using a gradient of 0% to 95% acetonitrile/0.1% aqueous TFA over 12 minutes (15 minute run time) at a flow rate of 70 mL/min to yield 257 mg (70%) of the desired product. MS (ESI(+)) m/e 457 (M+H)+; MS (ESI(−)) m/e 455 (M−H)−; 1H NMR (400 MHz, DMSO-d6) δ 1.20 (t, J=7.27 Hz, 6H) 1.64 (m, 4H) 2.61 (m, 6H) 3.18 (m, 6H) 6.21 (ddd, J=15.40, 6.90, 6.79 Hz, 1H) 6.65 (m, 1H) 6.92 (d, J=8.23 Hz, 1H) 7.25 (d, J=15.64 Hz, 1H) 7.37 (t, J=8.23 Hz, 1H) 7.58 (t, J=7.96 Hz, 1H) 7.67 (m, 1H) 7.75 (dd, J=7.96, 1.37 Hz, 1H).

Provenance & Evidence