Water → HCID 42633339, compound

Participants

Reaction Conditions

Reaction Steps

To N-[(1S)-1-cyano-2-(4-iodophenyl)ethyl]-4-fluoro-N2-{(1S)-2,2,2-trifluoro-1-[4′-(methylsulfonyl)biphenyl-4-yl]ethyl}-L-leucinamide (1 eq) in DMF (0.1 M) were added Pd2(dba)3 (0.05 eq), dppf (0.05 eq), water (10 eq) and zinc cyanide (2.5 eq). N2 was bubbled into the mixture for 5 minutes and the mixture was then heated to 90° C. for 2 h. The reaction mixture was cooled and diluted with EtOAc and saturated aqueous ammonium chloride, the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and water, filtered and concentrated. The crude compound was purified by automated SiO2 flash chromatography system using solvent gradient of 40% EtOAc/Hex to 100% EtOAc/Hex.

Provenance & Evidence