Trifluoroacetic acid → HCID 71014324, compound

Participants

Reaction Steps

Tert-butyl 4-[2-cyano-3-[4-[[7-(2,2-dimethylpropanoyl)-5-(2-trimethylsilylethoxy-methyl)-pyrrolo[2,3-b]pyrazin-2-yl]amino]phenyl]prop-2-enoyl]piperazine-1-carboxylate (80 mg, 0.12 mmol) was dissolved in DCM (3 mL), cooled in an ice bath, and TFA (3 mL, 0.12 mmol) was added. The reaction mixture was stirred overnight, and then most of the solvent was removed in vacuo. The mixture was neutralized by Na2HCO3 to pH 7-8, extracted by EtOAc, combined organic layer was evaporated. The residue was dissolved in methanol (15 mL), adding HCl (0.05 mL, 0.12 mmol, and a few of drops water, and the mixtured was stirred overnight. When the reaction was deemed complete by LCMS analysis, the solvent was removed, and the product precipitated from EtOAc/MeOH to get 21 mg of 2-(piperazine-1-carbonyl)-3-(4-((7-pivaloyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)amino)phenyl)acrylonitrile.

Provenance & Evidence