反应详情

10 ml of a 4 N solution of hydrogen chloride in dioxane were added to 247 mg (0.36 mmol) of ethyl 5-{(tert-butoxycarbonyl)[2-(2-{[4-(5-chloro-1,3-benzoxazol-2-yl)benzyl]oxy}phenyl)ethyl]-amino}-5,6,7,8-tetrahydroquinoline-2-carboxylate (Enantiomer 1, Example 59A), and the mixture was stirred at room temperature for 4 h. The reaction solution was then concentrated to dryness and the residue was dried under high vacuum overnight. This gave 210 mg of the title compound as the hydrochloride in the form of a solid. This solid was taken up in 5 ml of THF, 0.13 ml of triethylamine was added and the mixture was stirred at room temperature for one hour. Water and ethyl acetate were then added to the mixture, and the phases were separated. The aqueous phase was extracted twice with ethyl acetate, and the combined organic phases were then dried over magnesium sulphate, filtered and then concentrated to dryness. This gave 149 mg (0.26 mmol, 72% of theory) of the target compound.

1. concentrationThe reaction solution was then concentrated to dryness
2. customthe residue was dried under high vacuum overnight
3. addition0.13 ml of triethylamine was added
4. stirringthe mixture was stirred at room temperature for one hour
5. additionWater and ethyl acetate were then added to the mixture
6. customthe phases were separated
7. extractionThe aqueous phase was extracted twice with ethyl acetate
8. dry with materialthe combined organic phases were then dried over magnesium sulphate
9. filtrationfiltered
10. concentrationconcentrated to dryness