Diisopropylethylamine → HCID 89692815, compound

Participants

Reaction Steps

To a solution of 3-amino-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-4-(4-o-tolyl-piperazin-1-yl)-5-trifluoromethyl-benzamide 4d (87.0 mg, 0.173 mmol) in DMF (3.0 mL) was added HATU (131.4 mg, 0.346 mmol) and stirred for 4 min. N,N-diisopropylethylamine (0.11 g, 0.86 mmol) was added to this and the solution was stirred for another 4 min. 2-Cyclopropyl-oxazole-4-carboxylic acid 1h (39.6 mg, 0.26 mmol) was added to this and the reaction was stirred at 25° C. for 16 h. A saturated solution of lithium chloride was added and extracted with ethyl acetate. Organic layer was washed with brine and dried on anhydrous sodium sulfate, concentrated and the crude 4e was dissolved in methanol and purified on preparative HPLC using water/methanol as eluent.

Provenance & Evidence