Acetic Acid Mixture with Hydrobromic Acid → HCID 20703610, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S,S)-2-[1-(1-(benzyloxycarbonyl)-4-(N-naphth-1-yl-carbamoyl)piperazin-2-yl)ethylamino]-4-[benzi midazol-1-yl]pyrimidine (24 mg) dissolved in 2 mL of CH2Cl2 and cooled to 0° C. was added 1 mL of 30% HBr/AcOH. The reaction mixture was stirred for 10 minutes at 0° C., then stirred for an additional 2 hours while warming to room temperature. The mixture was diluted with 5 mL of water and extracted with 2×5 mL of CH2Cl2. The aqueous layer was basified to pH 11 using 5N NaOH and extracted with 5×5 mL of ethyl acetate while maintaining a pH of 11. The combined organic phases were washed with 10 nL of brine, dried with Na2SO4, and concentrated to provide 9.6 mg the title compound. Mass spectrum (ESI) 493.3 (M+1).

Provenance & Evidence