反应详情

6-((2S,4R)-1-acetyl-4-((tert-butoxycarbonyl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)nicotinic acid (for a preparation, see Intermediate 63) (2.05 g, 4.82 mmol), morpholine (2.084 mL, 24.09 mmol), HATU (2.015 g, 5.30 mmol) and DIPEA (2.52 mL, 14.45 mmol) were combined in DMF (25 mL) and the reaction stirred at room temperature for 90 mins. The mixture was concentrated in vacuo before being dissolved in DCM and loaded onto an aminopropyl SPE column (70 g). The column was eluted with 10% MeOH in DCM, and the appropriate fractions combined and concentrated to dryness in cavuo. The residue was purified by chromatography (100 g column, EtOAc/cyclohexane gradient) to give tert-butyl ((2S,4R)-1-acetyl-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-1,2,3,4-tetrahydroquinolin-4-yl)carbamate (2.05 g, 4.14 mmol, 86% yield).

1. concentrationThe mixture was concentrated in vacuo
2. dissolutionbefore being dissolved in DCM
3. washThe column was eluted with 10% MeOH in DCM
4. concentrationconcentrated to dryness in cavuo
5. customThe residue was purified by chromatography (100 g column, EtOAc/cyclohexane gradient)