Thionyl Chloride → HCID 10366592, compound

Participants

Reaction Steps

The product from Example 14 (22 mg, 0.047 mmol) was stirred in DMF (0.3 mL) at RT in a capped vial. SOCl2 (0.05 mL) was added. The mixture was stirred at RT for 1.5 h. LC-MS showed completion of the reaction. Prep LC-MS purification (35–98% CH3CN in H2O) provided the title compound (15 mg, yield, 71%). LC/MS(ESI+) 453.4 (M+H)+, tR=5.24 min. 1H NMR (acetone-d6) δ 7.50 (d, J=9.2 Hz, 2H), 7.39 (m, 4H), 6.97 (d, J=8.8 Hz, 2H), 4.18 (t, J=6.6 Hz, 2H), 3.84 (s, 3H), 3.17 (t, J=6.6 Hz, 2H), 1.71 (m, 2H), 1.48 (m, 2H) ppm. 19F NMR (acetone-d6) δ −77.16 ppm.

Provenance & Evidence