Dicyclohexylcarbodiimide → HCID 59238973, compound

Participants

Reaction Steps

A mixture of 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylic acid (1 g, 2.67 mmol) and 2-(diethylamino)ethyl N,N′-dicyclohexylcarbamimidate (2.6 g, 8.0 mmol) in DMF (10 mL) was stirred at room temperature for 48 h. [2-(diethylamino)ethyl N,N′-dicyclohexylcarbamimidate was prepared from DCC (1 equivelent), N,N′-diethylethanolamine (1 equivelent) and CuCl (cat.) at 135° C. under microwave for 2 h]. The reaction mixture was diluted with 50% EtOAc/Hexane and washed with water. The combined organic layer was dried (MgSO4), concentrated, purified by chromatography to provide Bis(2-(diethylamino)ethyl) 6-methoxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylate (85-90%). 1H NMR (300 MHz, CD3OD) δ ppm 8.83 (d, J=1.4 Hz, 2H), 8.59 (s, 1H), 8.05 (dd, J=1.4, 8.5 Hz, 2H), 7.49 (d, J=8.5 Hz, 2H), 4.43 (q, J=7.3 Hz, 4H), 4.32 (m, 2H), 3.18 (m, 2H), 1.47 (t, J=7.3 Hz, 6H).

Provenance & Evidence