Acetyl chloride → N-[(cis)-1-acetyl-4-ethoxypyrrolidin-3-yl]-5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-amine

Participants

Reaction Steps

To a solution of 5-(2,4-dichlorophenyl)-N-[(cis)-4-ethoxypyrrolidin-3-yl]-3,6-diethylpyrazin-2-amine (105 mg) in methylene chloride (5 ml) under N2 was added acetyl chloride (0.027 ml). The reaction mixture stirred for 30 min and was poured into saturated sodium bicarbonate (20 ml), extracted methylene chloride (2×20 ml), dried MgSO4, filtered and concentrated. MPLC chromatography was run on a biotage 25 S column with 60% ethyl acetate/heptane to provide the title compound as an oil (79 mg, 69%): 1H NMR (400 MHz, CDCl3) δ) 7.50, 7.34-7.26, 5.30, 5.12, 4.81, 4.19, 4.01, 3.87-3.67, 3.61-3.37, 2.72, 2.48, 1.33-1.26, 1.14; HRMS (FAB) calcd for C22H28Cl2N4O2+H 451.1667, found 451.1667.

Provenance & Evidence