HCID 4110969, compound → HCID 18622559, compound

Participants

Reaction Steps

A mixture of 3-(3,4-dimethoxyphenyl)indeno[1,2-c]pyrazol-4(1H)-one (0.6 g) and sodium borohydride (0.16 g) in absolute ethanol (100 ml) was boiled under reflux for 5 hours. The reaction mixture was cooled and the ethanol removed under reduced pressure. Water (20 ml) was added and the mixture was extracted with ethyl acetate (3×50 ml). The combined ethyl acetate extracts were washed with water, dried, filtered and evaporated to give a solid which was purified by preparative high performance liquid chromatography on a Dynamax C18 reverse phase (41.4×250 mm) column using acetonitrile/triethylammonium formate buffer as eluant to give 3-(3,4-dimethoxyphenyl)-1,4-dihydroindeno[1,2-c]pyrazol-4-ol, m.p. 197-199° C.

Provenance & Evidence