Trifluoroacetic acid → HCID 57741513, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve racemic 4-[3′,5′-dichloro-4′-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester (0.843 g, 1.37 mmol) in dichloromethane (25 mL) and cool in ice bath to 0° C. while stirring under an inert atmosphere. Add triethylsilane (0.5 mL) and trifluoroacetic acid (5.0 mL) to the mixture and allow the temperature to rise to room temperature. Monitor the reaction via TLC. Once starting material is consumed, dilute the reaction with dichloromethane and quench with saturated sodium bicarbonate. Collect the organic phase and the extract aqueous phase with dichloromethane (2×50 mL). Combine organic phases and dry over magnesium sulfate. Extract desired material with resin bound acidic media (SCX) to obtain 0.656 g (93%) of white solid: MS (m/z): 514.0 (M+1).

Provenance & Evidence