Thionyl Chloride → HCID 23442445, compound

Participants

Reaction Steps

To a solution of 4-(2-hydroxyethyl)-1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (EXAMPLE 62, step 2, 468 mg, 1.82 mmol) in tetrahydrofuran (10 ml) and N,N-dimethylformamide (5 ml) was added dropwise thionyl chloride (0.20 ml, 2.7 mmol). After stirring at room temperature for 2 h, the mixture was concentrated in vacuo, poured into water (100 ml) and extracted with ethyl acetate (100 ml×3). The combined organic layer was dried over magnesium sulfate and evaporated. The residue was chromatographed on a column of silica gel eluting with ethyl acetate/hexane (1:1.5 to ethyl acetate only) to give 151 mg (30%) of the title compound as a white solid.

Provenance & Evidence