Water → HCID 67260606, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[1-isobutyl-3-(5-bromo-2-thienyl)-1H-pyrazol-4-yl]pyridine (1 eq, 0.28 mmol) in N,N-dimethylformamide (1 mL) were added zinc cyanide (0.5 eq, 0.14 mmol) and tetrakis(triphenylphosphine)palladium (0) (0.2 eq, 0.055 mmol). The resulting mixture was stirred at 120° C. in the microwave for 10 min. Water was added and the aqueous layer was extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by preparative HPLC (SunFire 50×150 mm 5 μm, eau/methanol/formic acid) to afford 44 mg of 4-[1-isobutyl-3-(5-cyano-2-thienyl)-1H-pyrazol-4-yl]pyridine (49% yield).

Provenance & Evidence