Trifluoroacetic acid → HCID 11661994, compound

Participants

Reaction Steps

3-[6-(2-Cyclopropylethylcarbamoyl)pyridazin-3-ylamino]azetidine-1-carboxylic acid tert-butyl ester dissolved in dichloromethane (15 mL) was treated with trifluoroacetic acid. The isolated 6-(azetidin-3-ylamino)pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide (0.026 g, 0.100 mmol) was dissolved in dichloromethane (8 mL) and then 2-trifluoromethylbenzoyl chloride (0.022 g, 0.110 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 solid in 57% yield (0.0246 g). 1H NMR (300 MHz, CDCl3) (8.0 (d, J=9.0 Hz, 1H), 7.9 (br., t, 1H), 7.7 (d, J=7.0 Hz, 1H), 7.6-7.5 (m, 2H), 7.4 (d, J=7.0 Hz, 1H), 6.8 (d, J=9.0 Hz, 1H), 5.7 (br., s, 1H), 4.8 (m, 1H), 4.6 (m, 1H), 4.3 (m, 1H), 4.15 (m, 1H), 3.75 (m, 1H), 3.5 (q, J=7.0 Hz, 2H), 1.5 (q, J=7.0 Hz, 2H), 0.7 (m, 1H), 0.4 (m, 2H), 0.06 (m, 2H). MS (ES+) m/z 434 (M+1).

Provenance & Evidence