Sodium Carbonate → 4-(6-Phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

Participants

Reaction Conditions

Reaction Steps

To a mixture of 300 mg of the mixture from step 3 and 360 mg 4-formylphenylboronic acid in 9 mL 1,2-dimethoxyethane were added 1.8 mL of a 10% w/w sodium carbonate solution and 36 mg dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) and the resulting mixture was heated to 80° C. under an inert gas atmosphere for 18 h. The work up was performed by diluting the reaction mixture with water and dichloromethane, separating the phases and extraction of the aqueous phase with dichloromethane. The combined organic layers were dried over sodium sulphate, evaporated and the residue was purified by chromatography on silica gel (dichloromethane/methanol). The product was crystallized from ethyl acetate.

Provenance & Evidence