1,1'-Carbonyldiimidazole → HCID 68738175, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of CDI (254 mg, 1.57 mmol) and 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (332 mg, 1.42 mmol) under nitrogen was treated with THF (10 mL) and heated to 50° C. for 45 min. The solution was then cooled to RT and treated with cyclopropylamine (113 μl, 1.64 mmol) and again heated to 40° C. for 11 h. The volatiles were then removed in vacuo (rotary evaporator) and the crude solid was purified on the ISCO 40 g column (15-70% EtOAc in hexanes) affording the title compound as a white amorphous solid. MS (ESI, pos.ion) m/z: 317.2 (M+1).

Provenance & Evidence