Diisopropylethylamine → HCID 86603086, compound

Participants

Reaction Steps

To a solution of 80 mg (0.41 mmol) 5-chloro-1H-indole-7-carboxylic acid and 128 mg of TBTU (0.41 mmol) in 6 ml DMF, were added 0.42 ml (2.45 mmol) of N,N-diisopropyl-ethyl amine. After stirring for 5 min at rt, 155 mg (0.41 mmol) (4-tert-butyl-benzyl)-(4,4,4-trifluoro-3-trifluoromethyl-butyl)-amine hydrochloride was added. After stirring for 17 h at rt, the reaction mixture was diluted with 60 ml water and extracted with EtOAc (2×). The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (8 g silica gel; diethylether/heptane 1:1; then 8 g silicagel DCM/heptane 70:30 to 90:10) to give 144 mg white foam (66%). MS (EI) 518.1 (M)+.

Provenance & Evidence