Sodium Iodide → HCID 178506037, compound

Participants

Reaction Steps

To a solution of trans-N-[8-(tetrahydro-2H-pyran-4-yloxy)quinazolin-2-yl]cyclohexane-1,4-diamine (0.4 g, 1.168 mmol) and 1-bromo-2-fluoro-ethane (0.178 g, 1.4 mmol) in anhydrous DMF (10 mL) were added anhydrous K2CO3 (0.4035 g, 2.92 mmol) and NaI (0.0174 g, 0.1168). The resulting mixture was stirred at room temperature for 72 h. The mixture was concentrated and CH2Cl2 (40 mL) was added to the residue. The mixture was washed with H2O (3×30 mL) and brine (30 mL), dried over Na2SO4 and concentrated in vacuo to give crude solid, which was purified by chromatography (CH2Cl2: MeOH=40:1) to give the title compound (0.150 g, 33.3%) as a yellow solid. 1H NMR (CDCl3, 400 Hz): 8.872 (s, 1H), 7.273 (d, 1H), 7.130 (d, 1H), 7.038 (t, 1H), 5.129 (s, 1H), 4.568 (s, 1H), 4.556 (t, 1H), 4.449 (t, 1H), 3.995 (m, 2H), 3.897 (m, 1H), 3.493 (m, 2H), 2.925 (t, 1H), 2.854 (t, 1H), 2.491 (m, 1H), 2.201 (s, 2H), 1.970 (m, 6H), 1.214 (m, 5H).

Provenance & Evidence