Sodium Carbonate → HCID 135702865, compound

Participants

Reaction Conditions

Reaction Steps

71 mg (0.48 mmol) of diethyl-(3-pyridyl)-borane and 16 mg of tetrakistriphenylphosphine-palladium are added under argon to a solution of 177 mg (0.37 mmol) of 1-(1-acetyl-4-phenyl-butyl)-6-(4-bromo-benzyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one in 4 ml of THF, and the mixture is stirred for one hour at 70° C. After 0.522 ml of 2 N Na2CO3 solution have been added, the mixture is stirred for a further 4 hours at 70° C., a further 27 mg (0.185 mmol) of diethyl-(3-pyridyl)-borane and 16 mg of tetrakistriphenylphosphine-palladium are added, and the mixture is stirred for 14 hours under reflux. The solvent is removed in vacuo and the residue taken up in CH2Cl2. The mixture is extracted with 2N HCl, and the aqueous phase is rendered alkaline with 1N NaOH and extracted twice with CH2Cl2. After the mixture has been dried over Na2SO4, the solvent is removed in vacuo. Purification by chromatography (toluene/ethyl/acetate=4:1) gives 110 mg (6.4%) of a pale yellow solid.

Provenance & Evidence