反应详情

2-[2-(4-Trifluoromethyl-phenyl)-vinyl]-oxazole-4-carboxylic acid [4-(4-[1,2,3]triazol-1-yl-butyl)-phenyl]-amide (40 mg, 0.083 mmol) is dissolved in acetone (0.6 ml), treated with KOH (17 mg, 0.3 mmol) and iodomethane (17.7 mg, 0.12 mmol) and heated to reflux for 5 min. After cooling the mixture is concentrated, taken up in water (10 ml) and extracted with dichloromethane (2×10 ml). The organic layers are dried over sodium sulfate, concentrated in vacuo and purified by flash column chromatography (ethyl acetate/heptane 9:1) yielding 2-[2-(4-trifluoromethyl-phenyl)-vinyl]-oxazole-4-carboxylic acid methyl-[4-(4-[1,2,3]triazol-1-yl-butyl)-phenyl]-amide 12 as a colorless solid. Yield 30 mg (73%); m.p. 127–129° C.

1. temperatureheated
2. temperatureto reflux for 5 min
3. temperatureAfter cooling the mixture
4. concentrationis concentrated
5. extractionextracted with dichloromethane (2×10 ml)
6. dry with materialThe organic layers are dried over sodium sulfate
7. concentrationconcentrated in vacuo
8. custompurified by flash column chromatography (ethyl acetate/heptane 9:1)