Cesium carbonate → HCID 67072816, compound

Participants

Reaction Conditions

Reaction Steps

In a 100 ml round-bottomed flask under argon, a mixture of 361 mg of 5-iodopyrrolo[1,2-a]indol-9-one (which can be prepared according to J. Med. Chem. 2004, 47(6), 1448), 214 mg of 3-quinolineboronic acid, 603 mg of caesium carbonate and 143 mg of tetrakis(triphenylphosphine)palladium(O) in 20 ml of dimethylformamide is heated at 123° C. After 3 hours, the reaction medium is evaporated to dryness under vacuum and the residue is taken up in ethyl acetate and filtered. The filtrate is washed with water, twice with a saturated solution of sodium bicarbonate and then with a saturated solution of sodium chloride, dried with magnesium sulphate, and evaporated to dryness under vacuum. The residue is chromatographed on silica gel (15-40 μm), elution being carried out with a gradient of ethyl acetate (20% to 30% v/v) in n-heptane. 231 mg of 5-quinolin-3-ylpyrrolo[1,2-a]indol-9-one are obtained in the form of a solid, the characteristics of which are the following:

Provenance & Evidence