反应详情

温度

60 °C

CsF (15.2 g, 100 mmol) was added to a solution of 7-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (20.0 g, 50.8 mmol) in anhydrous DMF (50 mL). Ethyl phenylpropiolate (16.5 mL, 100 mmol) was added to the mixture at room temperature and the solution was allowed to stir under a nitrogen atmosphere at 60° C. for 4 h. The mixture was diluted with water (1 L), the crude mixture was dissolved in ethyl acetate (500 mL), washed with water, then brine, dried and concentrated under vacuum to give a yellow gum as crude product. Purification of the crude mixture on silica gel (1:1 pet-ether/ether) gave the title compound as a bright yellow solid (25.5 g, 88% yield), a mixture of E/Z isomers.

1. washwashed with water
2. dry with materialbrine, dried
3. concentrationconcentrated under vacuum
4. customto give a yellow gum as crude product
5. customPurification of the crude mixture on silica gel (1:1 pet-ether/ether)