反应详情

100 mg (0.39 mmol) of rac-cyclopent-1-en-1-yl(3,4-dihydroisoquinolin-2(1H)-yl)acetic acid were initially charged in 2.6 ml of DMF/pyridine (3:1), 192 mg (0.51 mmol) of HATU were added and the mixture was stirred at RT for 30 min. 103 mg (0.39 mmol) of tert-butyl 1-(3-amino-4-fluorobenzyl)cyclopropanecarboxylate were then added, and the reaction mixture was stirred at RT overnight. The mixture was then purified directly by preparative HPLC (RP18 column; acetonitrile/water gradient with addition of 0.1% TFA, 10:90→95:5; run time 38 min). The product obtained in this manner was taken up in ethyl acetate and washed repeatedly with 1 N hydrochloric acid. The organic phase was dried over magnesium sulphate and concentrated under reduced pressure. This gave 103 mg (purity 72%, 37% of theory) of the title compound which was reacted without further purification.

1. stirringthe reaction mixture was stirred at RT overnight
2. customThe mixture was then purified directly by preparative HPLC (RP18 column; acetonitrile/water gradient with addition of 0.1% TFA, 10:90→95:5; run time 38 min)
3. customThe product obtained in this manner
4. washwashed repeatedly with 1 N hydrochloric acid
5. dry with materialThe organic phase was dried over magnesium sulphate
6. concentrationconcentrated under reduced pressure
7. customThis gave 103 mg (purity 72%, 37% of theory) of the title compound which was reacted without further purification