Trifluoroacetic acid → HCID 70926821, compound

Participants

Reaction Steps

(118 mg, 0.29 mmol) 2-[5-(3-Fluoro-phenylethynyl)-pyrimidin-2-yl]-5,5-dimethyl-3-oxo-pyrazolidine-1-carboxylic acid tert-butyl ester (Example 15, step 3) was dissolved in dichloromethane (2 ml) and TFA (0.55 ml, 7.2 mmol, 25 equiv.) was added at room temperature and stirred for 16 hours. The reaction mixture was extracted with saturated Na2CO3 solution and a small amount of dichloromethane. The organic extract was loaded directly to a silica gel column. The crude product was purified by flash chromatography on a silica gel column eluting with an ethyl acetate:heptane gradient 0:100 to 100:0. The desired 2-[5-(3-fluoro-phenylethynyl)-pyrimidin-2-yl]-5,5-dimethyl-pyrazolidin-3-one (61 mg, 69% yield) was obtained as a light yellow solid, MS: m/e=311.2 (M+H+).

Provenance & Evidence