D-Lactic Acid → HCID 178434168, compound

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Reaction Steps

A mixture of 3-methyl-6-(6-phenylpyridin-3-yl)-4-(piperidin-4-yl)-1H-dipyrazolo[1,5-a:4′,3′-e]pyrimidine (Int-9l, 42 mg, (\10 mmoL), D-(−)-lactic acid (9.3 mg, 0.10 mmoL), EDC (39.4 mg, 0.20 mmoL), HOBt (13.9 mg, 0.10 mmoL) and DIEA (89 μL, 0.51 mmoL) in DMF (4 mL) was stirred at room temperature for 2 hr. Purification with prep-LC provided (R)-2-hydroxy-1-(4-(3-methyl-6-(6-phenylpyridin-3-yl)-1H-dipyrazolo[1,5-a:4′,3′-e]pyrimidin-4-yl)piperidin-1-yl)propan-1-one (30): LCMS tR=3.07 min (10 min run, UV254nm) Mass calculated for, M+481.2, observed LC/MS m/z 482.6 (M+H).

Provenance & Evidence