Cesium carbonate → HCID 58362628, compound

Participants

Reaction Steps

To 5-(benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)pyridin-2-ol (8 mg, 0.03 mmol), and 3-fluoropropyl 4-methylbenzenesulfonate (21 mg, 0.09 mmol) in 0.3 mL of NMP was added Cs2CO3 (15 mg, 0.045 mmol). The reaction was stirred at rt for 4 h and diluted with EtOAc (10 mL). The mixture was washed with water (3×10 mL) and dried over MgSO4 and concentrated under reduced pressure. The residue was purified by reversed phase HPLC (water/MeCN with TFA buffer) to afford 2-(6-(3-fluoropropoxy)pyridin-3-yl)benzo[4,5]imidazo[1,2-a]pyrimidine as a off-white solid (3 mg, 31%). 1H NMR (400 MHz, methanol-d4): δ 9.79 (d, J=7.2 Hz, 1H), 8.66 (d, J=2.8 Hz, 1H), 8.69 (dd, J=8.8, 2.8 Hz, 1H), 8.40 (d, J=8.8 Hz, 1H), 8.29 (d, J=7.2 Hz, 1H), 7.90-7.82 (m, 2H), 7.72 (m, 1H), 7.04 (d, J=8.8 Hz, 1H), 4.68 (t, J=5.6 Hz, 1H), 4.57 (t, J=6.4 Hz, 2H), 4.56 (t, J=5.6 Hz, 1H), 2.30-2.16 (m, 2H); MS (ESI) m/z [M+H]+323.

Provenance & Evidence