反应详情

A solution of (5,6,7,8tetrahydro-[1,8]-naphthyridin-2-yl)-acetic acid (0.2 g, 0.65 mmol), 3-(5-amino-indol-1-yl)-hexanoic acid ethyl ester (0.19 g, 0.71 mmol), BOP (0.35 g, 0.78 mmol), and diisopropylethylamine (0.45 mL, 2.6 mmol) in DMF (2.5 mL) was stirred for 16 h. Solvents were evaporated. The resulting residue was partitioned between H2O and EtOAc. The aqueous layer was separated and extracted once more with EtOAc. The extracts were combined, washed with H2O, brine, dried over Na2SO4, concentrated, and flash chromatographed on silica gel, eluting with EtOAc/DCM (15, 30, 50, and 80%) to give the title compound (0.20 g, 67% yield) as a brown oil. Mass spectrum (LCMS, ESI) calculated for C26H33N4O3 449.3 (M+H); found 449.3.

1. customSolvents were evaporated
2. customThe resulting residue was partitioned between H2O and EtOAc
3. customThe aqueous layer was separated
4. extractionextracted once more with EtOAc
5. washwashed with H2O, brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated
8. customflash chromatographed on silica gel
9. washeluting with EtOAc/DCM (15, 30, 50, and 80%)