Diisopropylethylamine → 2-[2-(4-Benzo[1,3]dioxol-5-yl-piperazin-1-yl)-6-butylpyrimidin-4-ylamino]-4-methylpentanoic acid (3-ethoxypropyl) amide

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2-(6-Butyl-2-chloro-pyrimidin-4-ylamino)-4-methylpentanoic acid (3-ethoxypropyl)amide (10 mg), 1-benzo[1,3]dioxol-5-yl-piperazine dihydrochloride (25 mg), and N,N-diisopropylethylamine (50 μL) were stirred for 24 h in 1 mL methyl sulfoxide at 100° C. The solution was cooled to room temperature and diluted with ethyl acetate (30 mL), then washed 4 times with 30 mL aliquots of a saturated aqueous solution of sodium chloride. Semi-preparative HPLC followed by silica gel chromatography (gradient: 2–4% methyl alcohol in methylene chloride) provided 2.2 mg of 2-[2-(4-benzo[1,3]dioxol-5-yl-piperazin-1-yl)-6-butylpyrimidin-4-ylamino]-4-methylpentanoic acid (3-ethoxypropyl) amide. ESI-MS (m/z) 555 [M+H]+.

Provenance & Evidence