1,2-Dichloroethane → HCID 22181326, compound

Participants

Reaction Steps

To a 1:1/DCE:CH3CN solution (50 mL) of 4-ethoxy-N-[5-(methylamino)-2-nitrophenyl]-benzeneacetamide (845 mg, 2.56 mmol) and DMAP (470 mg, 1.5 eq) was added isovaleryl chloride (0.47 mL, 1.5 eq). The solution was stirred at rt for 48 h. The solution was then washed with 5% KHSO4, saturated NaHCO3 solution, brine and dried over anhydrous MgSO4. The crude product was purified by flash chromatography using 7:1/CH2Cl2:ether to give the desired product 4-ethoxy-N-[5-[methyl(3-methyl-1-oxobutyl)amino]-2-nitrophenyl]-benzeneacetamide (1.06 g, 99% yield); 1H NMR (400 MHz, CDCl3) δ 8.72 (s, 1H), 8.21 (d, J=8.8 Hz, 1H), 7.26 (m, 3H), 6.96 (m, 2H), 4.06 (m, 2H), 3.76 (s, 2H), 3.31 (s, 3H), 2.15 (m, 3H), 1.42 (t, J=7.2 Hz, 3H), 0.88 (d, J=6.8 Hz, 6H).

Provenance & Evidence