Diethylethanolamine → HCID 11576769, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of Example 294 (36.7 mg, 0.11 mmol), triphosgene (10.4 mg, 0.033 mmol), and pyridine (1 mL) was stirred for 3 hours at 70° C., treated with 2-(diethylamino)ethanol (70 μL, 0.53 mmol), stirred for 18 hours at 70° C., concentrated, and purified by Cl18 reverse-phase HPLC using acetonitrile/water/0.1% TFA to provide the desired product (4.5 mg, 9%). MS (ESI(+)) m/e 490 (M+H)+; MS (ESI(−)) m/e 488 (M−H)−; 1H NMR (300 MHz, DMSO-d6) δ 8.80 (s, 1H), 8.04 (d, 1H), 7.74 (dd, 1H), 7.64 (m, 1H), 7.24 (t, 1H), 6.97 (d, 1H), 6.65 (m, 1H), 4.40 (t, 2H), 3.20 (q, 6H), 2.56 (m, 4H), 1.66 (m, 4H), 1.20 (t, 6H).

Provenance & Evidence