Sodium methanethiolate → HCID 59452579, compound

Participants

Reaction Conditions

Reaction Steps

To 1,1-dimethylethyl 4-(2-iodoethyl)-1-piperidinecarboxylate (Example 101, Step A) (23.6 g, 69.5 mmol) in DMF (100 mL) was added sodium thiomethoxide (5.37 g, 76.4 mmol). The mixture was stirred at 50° C. overnight. The mixture was diluted with EtOAc, washed with H2O (6×), dried (MgSO4), and rotovapped down to provide the title compound of Step A (17.9 g, 68.8 mmol, 99%). 1H NMR (400 MHz, CDCl3) δ 1.09 (dd, 2H), 1.44 (s, 9H), 1.53 (t, J=5.6 Hz, 3H), 1.65 (d, J=12.6 Hz, 2H), 2.08 (s, 3H), 2.51 (t, J=6.9 Hz, 2H), 2.67 (t, J=12.6 Hz, 2H), 4.06 (d, J=13.2 Hz, 2H).

Provenance & Evidence