Diisopropylethylamine → HCID 66990601, compound

Participants

Reaction Conditions

Reaction Steps

The compound prepared in Example 222 (0.100 g), the compound prepared in Example 220 (0.123 g), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.102 g), N,N-diisopropylethylamine (0.185 mL) and 4-dimethylaminopyridine (0.011 g) were suspended in N,N-dimethylacetamide (10 mL) and heated at 60° C. overnight. The reaction mixture was cooled to room temperature and suspended between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organics were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 25 to 50% ethyl acetate/hexane/1% (9:1 methanol/concentrated ammonium hydroxide) to furnish the title compound (0.049 g) with the following physical properties.

Provenance & Evidence