Trifluoroacetic acid → HCID 11712014, compound

Participants

Reaction Steps

3-[6-(2-Cyclopropylethylcarbamoyl)pyridazin-3-ylamino]pyrrolidine-1-carboxylic acid tert-butyl ester was treated with trifluoroacetic acid in dichloromethane (15 mL). The isolated 6-(pyrrolidin-3-ylamino)pyridazine-3-carboxylic acid (2-cyclopropylethyl)-amide (0.053 g, 0.19 mmol) was dissolved in dichloromethane (10 mL) and then 2-trifluoromethylbenzoyl chloride (0.040 g, 0.19 mmol) was added at ambient temperature in the presence of triethylamine (0.2 mL). The mixture was stirred at ambient temperature for 15 minutes. The solvent was evaporated and the residue was purified by column chromatography. The title compound was obtained as a white powder in 54% yield (0.046 g). 1H NMR (300 MHz, CDCl3) δ 8.01 (d, J=10.0 Hz, 1H), 7.7 (m, 2H), 7.6 (t, J=7.0 Hz, 1H), 7.5 (m, 2H), 6.7 (d, J=10.0 Hz, 1H), 6.2 (m, 1H), 4.8 (m, 1H), 3.9-3.60 (m, 2H), 3.5-3.4 (m, 2H), 2.4 (m, 1H), 2.2 (m, 1H), 1.4 (t, J=7.0 Hz, 2H), 0.7 (m, 1H), 0.4 (m, 2H), 0.07 (m, 2H). MS (ES+) m/z 448.1 (M+1).

Provenance & Evidence