N,N-Diethylethylenediamine → HCID 11656079, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of Example 294 (30.2 mg, 0.09 mmol), triphosgene (8.5 mg, 0.03 mmol), and pyridine (1 mL) was stirred for 3 hours at 70° C., treated with N,N-diethylethylenediamine (61 μL, 0.44 mmol), stirred for 18 hours at 70° C., concentrated, and purified by C18 reverse-phase HPLC using acetonitrile/water/0.1% TFA to provide the desired product (2.0 mg, 5%). MS (ESI(+)) m/e 489 (M+H)+; MS (ESI(−)) m/e 487 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 8.27 (s, 1H), 8.18 (d, 1H), 7.69 (dd, 1H), 7.53 (td, 1H), 7.47 (m, 1H), 7.10 (t, 1H), 6.95 (d, 1H), 6.65 (s, 1H), 3.19 (m, 6H), 2.66 (m, 4H), 1.66 (m, 4H), 1.20 (t, 6H).

Provenance & Evidence