反应详情

In the same manner as in the above-mentioned Example 1.001, tert-butyl 4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzoate (the compound of Example 1.020 in the following Table A2) was obtained. (2) To a solution of 103 mg of tert-butyl 4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzoate in 5 ml of a chloroform was added 20 ml of trifluoroacetic acid, and the mixture was stirred under room temperature for 16 hours. The reaction mixture was concentrated, toluene was added to the residue and the mixture was evaporated again. The residue was dissolved in 10 ml of chloroform, 20 ml of a solution of 4M hydrochloric acid in dioxane was added and the mixture was stirred. The reaction mixture was concentrated under reduced pressure, diethyl ether was added to the residue, and after collecting the precipitates by filtration, it was washed with diethyl ether and dried to obtain 89.2 mg of 4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzoic acid hydrochloride (Example 3.001 in the following Table A3).

1. concentrationThe reaction mixture was concentrated
2. additiontoluene was added to the residue
3. customthe mixture was evaporated again
4. dissolutionThe residue was dissolved in 10 ml of chloroform
5. addition20 ml of a solution of 4M hydrochloric acid in dioxane was added
6. stirringthe mixture was stirred
7. concentrationThe reaction mixture was concentrated under reduced pressure, diethyl ether
8. additionwas added to the residue
9. customafter collecting the
10. customprecipitates by filtration, it
11. washwas washed with diethyl ether
12. customdried