1,2-Dichloroethane → HCID 71571668, compound

Participants

Reaction Conditions

Reaction Steps

In a 1-dram vial was placed 8-1 (15 mg, 0.045 mmol) in anhydrous DMF (0.45 mL). To this solution was added EDC (8.0 mg, 0.045 mmol), HOAT (6.0 mg, 0.045 mmol), diisopropylethylamine (0.008 mL, 0.045 mmol), and 3-aminopyridine (0.001 g, 0.049 mmol). The reaction mixture was heated at 40° C. and stirred for 16 h. The crude reaction mixture was then directly purified by reversed phase HPLC to give 15.0 mg (80%) of 8-2. 1H NMR (500 MHz, DMSO-d6): δ 11.06 (s, 1H), 8.84 (s, 1H), 8.44 (d, J=8.8 Hz, 1H), 8.40 (d, J=5.0 Hz, 1H), 8.14 (d, J=8.4 Hz, 1H), 8.00 (d, J=8.0 Hz, 1H), 7.95 (d, J=8.6 Hz, 1H), 7.79 (t, J=7.4 Hz, 1H), 7.64-7.55 (m, 2H), 7.53 (t, J=6.5 Hz, 1H), 7.32 (d, J=9.3 Hz, 1H), 7.24 (t, J=7.9 Hz, 1H), 6.85 (d, J=6.5 Hz, 1H), 4.39 (t, J=7.6 Hz, 2H), 3.46 (t, J=7.6 Hz, 2H). HRMS (ES) 411.1546 (M+H) found, 411.1567 required.

Provenance & Evidence