Hydrochloric Acid → HCID 136347194, compound

Participants

Reaction Steps

The product of Example 324E (0.209 g, 0.45 mmol) was reacted with cesium carbonate (0.589 g, 1.81 mmol), 2-bromoacetamide (0.125 g, 0.91 mmol) and a catalytic amount of tetrabutylammonium iodide in N,N-dimethylformamide (8 mL) at 25° C. for 18 hours. The reaction was diluted with 50 mL water, acidified to pH 2 with 1 M hydrochloric acid. The resulting precipitate was collected by filtration and purified by column chromatography on silica gel eluting with 5% methanol in chloroform to give the title compound (0.050 g, 21% yield). The sodium salt of the title compound was prepared according to the procedure of Example 1D. MS (ESI−) m/z 516 (M−H)−. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.48 (m, 10 H) 4.59 (s, 2 H) 6.50 (s, 1 H) 7.39 (m, 2 H) 7.44 (s, 1 H) 7.48 (d, J=5.15 Hz, 1 H) 7.65 (s, 1 H) 7.70 (d, J=9.56 Hz, 1 H) 8.28 (d, J=5.15 Hz, 1 H) 14.13 (s, 1 H) 14.89 (s, 1 H).

Provenance & Evidence