反应详情

Methyl 4-hydrazinylbenzoate (1 g, 0.005 moles) and 5-(2-bromoethyl)-2-methylpyridine (1 g, 0.005 moles) was taken up in triethylamine (2.1 mL) and stirred at RT for 1 hr. The reaction was heated at 100° C., overnight. LCMS analysis of the reaction mixtures shows the formation of product. The reaction mixture was concentrated, water (20 mL) was added to the reaction mixture and the mixture extracted with ethyl acetate. The crude product was dissolved in ethyl acetate and purified by column chromatography using neutral alumina, using 100% ethyl acetate as the eluent. After chromatography 400 mg of Methyl 4-(1-(2-(6-methylpyridin-3-yl)ethyl)hydrazinyl)benzoate was obtained, 28.5% yield.

1. temperatureThe reaction was heated at 100° C., overnight
2. customLCMS analysis of the reaction mixtures
3. concentrationThe reaction mixture was concentrated
4. additionwater (20 mL) was added to the reaction mixture
5. extractionthe mixture extracted with ethyl acetate
6. dissolutionThe crude product was dissolved in ethyl acetate
7. custompurified by column chromatography