Ethyl bromoacetate → HCID 71227120, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound piperidin-4-yl-pyridin-2-yl-methanone (170 mg, 0.894 mmol) in 10 mL acetonitrile was added ethyl bromoacetate (0.13 mL, 1.12 mmol) and triethylamine (362 mg, 3.57 mmol). The reaction was heated at 80° C. for 16 hour. The combined organic layers were concentrated under vacuum to afford an orange oily solid. The residue was chromatographed on silica gel (gradient: methanol/dichloromethane; 0:1 to 1:9 over 20 minutes) to afford the title compound as a white solid (198 mg). 1H NMR (400 MHz, CDC3) δ 8.68 (d, J=4.0 Hz, 1H), 8.06 (d, J=7.6 Hz, 1H), 7.89 (t, J=9.0 Hz, 1H), 7.52 (t, J=7.6 Hz, 1H), 4.33-4.27 (m, 2H), 3.92 (s, 2H), 3.70-3.72 (m, 2H), 3.59-3.53 (m, 2H), 2.34-2.28 (m, 4H), 1.34 (t, J=7.1 Hz, 3H). MS m/z ES+=276.8 (M+H), retention time 0.80.

Provenance & Evidence