Diisopropylethylamine → HCID 10030465, compound

Participants

Reaction Steps

(S)-2-[(3S,5R)-3-isobutyl-5-methyl-2-oxo-[1,4]diazepan-1-yl]-3-(naphthalen-2-yl)-propionamide (382 mg, 1 mmol) is added to a solution of 6-quinolylacetic acid (372 mg, 2 mmol), Hünig's base (170 μl, 1 mmol) and EADC (383 mg, 2 mmol) in CH2Cl2 (50 ml). After 16 hours at RT the reaction mixture is extracted with 0.1 N HCl and then with 5% NaHCO3 solution. Pure title compound is isolated after silica gel chromatography using ethyl acetate —>ethyl acetate/MeOH (9/1) as mobile phase. MH+:551.4 (ESI) αD20=−12.5° (c=0.12 95% AcOH)

Provenance & Evidence