1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 86700925, compound

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Reaction Steps

In a dried reaction flask, the crude 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid (Compound 1) (0.4 g, about 0.9 mmol), N,N,N′-trimethylethylenediamine (0.52 mL, 4.0 mmol), DIEA (0.34 mL, 1.965 mmol) and HATU (0.712 g, 1.873 mmol) were added to a mixed solvent of DMF (4.5 mL) and dichloromethane (4.5 mL). The mixture was stirred at room temperature for 4 days. Water and dichloromethane were added. The mixture was extracted with dichloromethane. The combined organic phase was washed with water and brine, dried over anhydrous sodium sulfate, and concentrated at reduced pressure to obtain a crude yellow solid, which was then purified by silica gel column chromatography (dichloromethane:ethyl acetate:methanol=10:10:1) and concentrated. The resulting concentrate was washed with n-hexane to obtain a purified product (0.176 g) in 38.7% yield.

Provenance & Evidence