Water → HCID 12136421, compound

Participants

Reaction Steps

To a solution of compound (465 mg, 0.927 mmol) of Example 16 in methanol (9 mL) were added 1 mol/L aqueous solution of lithium hydroxide (2.04 mL) and water (3 mL), and the mixture was stirred for 4 hours at room temperature. The reaction mixture was allowed to stand statically for 2 days and then stirred for 18 hours at 50° C. Water was added to the reaction mixture, which was filtered. After the filtrate was cooled to 0° C., it was brought to pH 4 with 3 mol/L hydrochloric acid. The precipitated powder was collected by filtration, dried and submitted to silica gel column chromatography (hexane:ethyl acetate=10:1→2:1) to afford 289 mg of crude powder. This was purified by recrystallization (acetonitrile) to afford 183 mg of white powdery title compound. Yield 40%.

Provenance & Evidence