Cyclopropanecarbonyl chloride → HCID 86619944, compound

Participants

Reaction Steps

To DCM (8 mL) was added (4-benzotriazol-1-yl-pyrimidin-2-yl)-piperidin-3-ylamine (0.15 g), cyclopropylformyl chloride (40.5 μL) and TEA (0.285 mL), and the mixture stirred at RT. The product was purified by column chromatography on silica, using 100% DCM to 10% MeOH/DCM, then recrystallized from EtOAc to provide [3-(4-benzotriazol-1-yl-pyrimidin-2-ylamino)]-cyclopropylmethanone. Mp=99.0-100.0° C., 1H nmr (300 MHz, DMSO-d6): δ ppm 0.54-0.82 (m, 4H), 1.40-1.77 (m, 2H), 1.78-1.93 (m, 2H), 2.01-2.19 (m, 2H), 3.13 (t, J=11.11 Hz, 2H), 3.84-4.10 (m, 2H), 4.32 (d, J=11.68 Hz, 1H), 7.37 (d, J=5.27 Hz, 1H), 7.48-7.61 (m, 1H), 7.62-7.74 (m, 1H), 8.08-8.23 (d, 1H), 8.51 (d, J=5.27 Hz, 1H), 8.67 (d, J=8.29 Hz, 1H).

Provenance & Evidence