Sodium Iodide → HCID 24751653, compound

Participants

Reaction Steps

To a stirred solution of 5,6,7,8-tetrahydro-[1,6]naphthyridine (134 mg, 1.0 mmol) in acetonitrile (5.0 ml) is added 2-chloro-(4-cyclobutyl-piperazine)-acetamide (216 mg, 1.0 mmol, 1.0 eq.), K2CO3 (376 mg, 2.0 mmol, 2.0 eq.), and NaI (30 mg). The resulting mixture is stirred at rt overnight. Water (10.0 ml) is added to quench the reaction, and the acetonitrile is evaporated. The residue is extracted with DCM (10 ml×3). The combined organic phase is dried over sodium sulfate and concentrated. The residue is purified by PTLC (EtOAc/4% TEA/4% EtOH) to give the title compound. 1H NMR (300 MHz, CDCl3) δ 8.40 (1H, dd), 7.30 (1H, dd), 7.06 (1H, dd), 3.70 (2H, s), 3.63 (4H, m), 3.38 (2H, s), 3.04 (2H, t), 2.89 (2H, t), 2.67 (1H, m), 2.27 (4H, m), 1.60-2.06 (6H, m); MS (+VE) m/z 315.2 (M++1).

Provenance & Evidence