Triethylamine → HCID 59438573, compound

Participants

Reaction Conditions

Reaction Steps

The title compound was prepared according to general procedure C described in Scheme 2. N-Isopropylindole (1 g, 6 mmol) was treated with ether (10 mL), cooled to 0° C. and treated dropwise with oxalyl chloride (0.62 mL, 7 mmol). The reaction was gradually warmed to RT over a 3 h period affording a yellow precipitate. The reaction mixture was concentrated under reduced pressure and the resulting yellow solid was dissolved in DCM (20 mL) cooled to 0° C. and treated with a solution of tert-butyl 4-aminopiperidine-1-carboxylate (1.5 g, 7 mmol) and triethylamine (5.2 mL, 38 mmol) in DCM (10 mL). The reaction mixture was allowed to warm to RT and stirred for 14 h. The reaction mixture was concentrated under reduced pressure and the crude material was purified on silica gel (Biotage, 15-50% EtOAc/Hexanes, 30 min.) to provide the title compound as a yellow oil (1.3 g, 50% yield).

Provenance & Evidence