Triethylamine → HCID 69065113, compound

Participants

Reaction Steps

To a solution f 3-cyano-3-phenylhex-5-enoic acid (5.66 g, 26.3 mmol) and 4-fluorobenzylamine (3.95 g, 31.6 mmol) in DMF was added 1-hydroxybenzotriazole hydrate (6.04 g, 39.4 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (7.56 g, 39.4 mmol), and triethylamine (3.19 g, 31.5 mmol). After stirring overnight at room temperature, the reaction mixture was concentrated under vacuum. The residue was partitioned between EtOAc and water. The organic extract was dried with Na2SO4, filtered, and concentrated under vacuum to provide the title compound as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 8.41 (s, 1H), 7.47 (d, J=7.9 Hz, 2H), 7.36 (t, J=7 Hz, 2H) 7.35 (t, J=7 Hz, 1H), 7.04 (t, J=8.9 Hz, 2H), 6.97 (t, J=8.6 Hz, 2H), 5.53 (m, 1H), 5.12 (m, 2H), 4.21 (m, 1H), 4.08 (m, 1H), 2.88 (m, 3H), 2.77 (m, 1H) ppm. ES MS M+1=323.

Provenance & Evidence