Stannous Chloride → HCID 178507329, compound

Participants

Reaction Conditions

Reaction Steps

SnCl2 (450 mg, 2.0 mmol) was added to a solution of Example 182 (140 mg, 0.4 mmol) in EtOH (5 mL) and the resulting suspension was heated at 100° C. for 3 h. The mixture was cooled to rt and saturated NaHCO3 solution (500 mL) was slowly added. The resulting milky white suspension was extracted with ethylacetate (3×100 mL). The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The resulting material was purified by LCMS (acetonitrile-water gradient) to give the title compound (90 mg, 70%) as a white solid. 1H NMR (400 MHz, chloroform-d) δ ppm 7.31 (t, J=5.21 Hz, 1 H) 7.43 (dd, J=7.21, 4.42, Hz, 1 H) 7.55 (dd, J=5.27, 3.48 Hz, 1 H) 7.69 (t, J=5.11 Hz, 1 H) 7.86 (t, J=5.11 Hz, 1 H) 7.98 (dd, J=9.21, 5.42, Hz, 1 H) 8.56 (d, J=5.91 Hz, 1 H) 8.62 (d, J=5.91 Hz, 1 H). MS (ES) [M+H] calculated for C17H13ClN5, 322.01; found 321.98.

Provenance & Evidence