L-Malic Acid → (R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide Hydrogen (S)-Malate

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Reaction Steps

(R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide (100 mg, 0.22 mmol) was dissolved in tetrahydrofuran (20 mL) and L-(−)-malic acid (59 mg, 0.44 mmol), dissolved in tetrahydrofuran (3 mL), was added dropwise. The precipitate was filtered and the solid material was recrystallized from a 15% H2O in acetone solution (7 mL). The solid was filtered to give 100 mg (77% yield) of white crystals: mp 200° C. (decom.). Anal. Calcd. for C27H36N4O2×C4H6O5×2H2O: C, 57.9; H, 7.6; N, 9.7. Found: C, 58.1; H, 7.4; N, 9.6.

Provenance & Evidence