1,2-Dichloroethane → HCID 58789395, compound

Participants

Reaction Steps

To a solution of 2-(2-fluorobiphenyl-4-yl)propanoic acid (Aldrich) (172.3 mg), HOBt (133.2 mg, 1.4 eq) and triethylamine (196.5 mL, 2 eq) in dichoromethane (7 mL) was added at room temparature EDC (270.4 mg, 2.0 eq). The reaction was stired at room temperature for 30 minutes and 2-methylpropan-1-amine (0.1 mL, 1.5 eq) was added. The solution was stirred overnight then diluted with dichlorometahne and washed successively with aqueous NaHCO3, water, aqoueous HCL (1N), water, dried over MGSO4, filtered and evaporated. Chromatogarphy on silica gel (eluent:ethyl acetate/hexane 1:1) afforded 170 mg of 2-(2-fluorobiphenyl-4-yl)-N-isobutylpropanamide. Yield: 80%. 1H NMR (500 MHz, CDCl3): δ 0.83-0.79 (d, 6H), 1.55-1.56 (d, 3H), 1.69-1.74 (m, 1H), 3.04-3.07 (m, 2H), 3.56-3.58 (m, 1H), 5.4 (s br, 1H), 7.11-7.16 (m, 2H), 7.37-7.46 (m, 4H), 7.53-7.55 (m, 2H).

Provenance & Evidence