Hydrochloric Acid → HCID 178517430, compound

Participants

Reaction Steps

To a solution of compound 4b (200 mg, 0.350 mmol) in o-xylene (4 mL) was added DBU (300 mg, 1.97 mmol). The reaction mixture was stirred in a 10 mL sealed tube at 120° C. for 2 h. After cooling to rt, water (20 mL) was added, and the pH of the solution was adjusted to 7 using 1N HCl solution. The solids were collected by filtration and washed with DCM/MeOH (50:1 v/v, 3×10 mL) to obtain the title compound 95 as an orange solid (49.4 mg, 26% yield). 1H-NMR (300 MHz, DMSO-d6) δ (ppm): 13.32 (s, 1H), 9.06 (s, 1H), 8.82-8.60 (m, 1H), 8.44-8.40 (m, 2H), 8.30-8.05 (m, 5H), 8.05-7.92 (m, 1H), 7.82 (s, 1H), 7.75 (d, J=9.9 Hz, 1H), 7.65 (s, 1H), 4.55-4.30 (m, 4H), 4.00-3.80 (m, 4H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C28H22N8O3: 519.2 (M+H). Found 519.2.

Provenance & Evidence