Hydrochloric Acid → HCID 178511662, compound

Participants

Reaction Steps

A mixture of Example 42b (160 mg, 0.356 mmol), trans-cyclohexane-1,4-diamine (81 mg, 0.713 mmol), triethylamine (0.10 mL, 0.713 mmol) and dioxane (4 ml) was heated at 60° C. for 2 hours. The reaction mixture was cooled and concentrated in vacuo. The residue was taken into methanol (3 mL), treated with dropwise addition of NaOH solution (1.0 mL, 1.0 mmol), stirred at room temperature for 1 hour, neutralized with dilute hydrochloric acid, and purified by reverse-phase HPLC (same condition as described in Example 7b) to afford the title product (28 mg, 23% yield). MS (ESI+) m/z 343 (M+H)+; 1H NMR (400 MHz, DMSO-d6) ppm 1.33-1.63 (m, 4H) 1.98-2.20 (m, 4H) 2.99-3.15 (m, 1H) 3.73-3.87 (m, 1H) 7.11 (s, 1H) 7.17 (dd, J=7.93, 4.58 Hz, 1H) 7.73 (s, 2H) 8.30 (dd, J=4.58, 1.53 Hz, 1H) 8.36 (s, 1H) 8.78 (d, J=7.93 Hz, 1H) 12.05 (s, 1H).

Provenance & Evidence