反应详情

2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (2-dimethylamino-ethyl)-amide was synthesized as described for 4′-(2-phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid (3-dimethylamino-propyl)-amide. 2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (0.8 g, 2.19 mmol, 1 eq.) in anhydrous THF was treated with 1,1′-carbonyldiimidazole (0.36 g, 2.23 mmol, 1.02 eq.) and warmed as described. The reaction was allowed to cool and then treated with N,N-dimethylethylenediamine (0.23 g, 2.63 mmol, 1.2 eq.). The reaction was treated as described in example 1 to give an orange/brown oil. The oil was purified by silica gel flash chromatography using 10% 2M NH3 in methanol in chloroform as the mobile phase. Fractions containing the product were pooled and the solvent removed in vacuo leaving 2′-(2-phenoxy-ethylsulfanylmethyl)-biphenyl 2-carboxylic acid (2-dimethylamino-ethyl)-amide (0.81 g, 85% yield) as a faint yellow oil.

1. custom2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (2-dimethylamino-ethyl)-amide was synthesized
2. temperaturewarmed
3. temperatureto cool
4. additionThe reaction was treated
5. customto give an orange/brown oil
6. customThe oil was purified by silica gel flash chromatography
7. additionFractions containing the product
8. customthe solvent removed in vacuo