反应详情

3.70 g (19.14 mmol) of the oily methyl ester of 3-(4-aminomethylphenyl)propionic acid was dissolved in 150 ml of tetrahydrofuran. To the solution were added 5.80 g (28.71 mmol) of 1-amidino-3,5-dimethylpyrazole nitrate and 4.70 g (36.37 mmol) of N,N-diisopropylethylamine, and the mixture was heated overnight under reflux. The reaction mixture was concentrated under vacuum to give an oil. This oil was reacted with 70 ml of 5% HCl for 3 hours under reflux. The reaction mixture was passed through a filter and the filtrate was ice-cooled. The pH of the filtrate was adjusted to 6.4 by addition of 10% aqueous NaOH. The so adjusted filtrate was stirred for 30 minutes under ice-cooling. The precipitating crystal was recovered by filtration and washed successively with distilled water and tetrahydrofuran. Upon drying, 2.85 g of a pale yellow crystal was obtained (yield: 67.4%). m.p.≥300° C.

1. temperaturethe mixture was heated overnight
2. temperatureunder reflux
3. concentrationThe reaction mixture was concentrated under vacuum
4. customto give an oil
5. temperatureunder reflux
6. filtrationa filter
7. temperaturecooled
8. additionThe pH of the filtrate was adjusted to 6.4 by addition of 10% aqueous NaOH
9. temperaturecooling
10. filtrationThe precipitating crystal was recovered by filtration
11. washwashed successively with distilled water and tetrahydrofuran
12. customUpon drying