反应详情

温度

95 °C

1.60 g (4.6 mmol) of 4-(3-hydroxy-5-methoxy-benzoylamino)-piperidine-1-carboxylic acid tert-butyl ester [prepared from 3-hydroxy-5-methoxy-benzoic acid by reaction with 4-amino-piperidine-carboxylic acid tert-butyl ester, N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride and N,N-dimethyl-4-aminopyridine in dichloromethane/tetrahydrofuran between 0° C. and rt in analogy to example 60d)] was dissolved in 65 mL of MeCN at rt; 1.29 g (9.4 mmol) of anhydrous potassium carbonate was added at 5° C.; then, 0.61 mL (0.87 g=4.8 mmol) of 4-bromo-butyric acid methyl ester was added drop by drop. The reaction mixture was stirred at 95° C. for 22 hours. It was then cooled down to ambient temperature, poured into crashed ice and extracted twice with EtOAc. The organic phases were washed with water and brine, dried over MgSO4, filtered and evaporated i.V. to yield 1.91 g of the title compound as colorless solid. MS: 451.1 (MH+).

1. temperatureIt was then cooled down to ambient temperature
2. additionpoured
3. extractionextracted twice with EtOAc
4. washThe organic phases were washed with water and brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customevaporated i.V