反应详情

(R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-N-cyclopropylpropanamide (0.2 g, 0.0007 mol), (S)-2-(4-chlorophenyl)propanoic acid (0.16 g, 0.00088 mol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.33 g, 0.00088 mol), N,N-diisopropylethylamine (0.4 g, 0.003 mol) were stirred in N,N-dimethylformamide (3 mL, 0.04 mol) at room temperature over a weekend. The reaction mixture was diluted with CH2Cl2 (100 mL), washed with NaHCO3 (20 mL×3), dried over Na2SO4, purified via flash chromatography (12 g of silica gel, 0-90% EtOAc/Hexane) and then prep. HPLC gave a white solid. 1H NMR δ (CDCl3) δ: 8.23 (d, J=8.5 Hz, 1H), 7.95 (d, J=7.9 Hz, 1H), 7.52-7.39 (m, 5H), 7.22 (d, J=7.6 Hz, 1H), 7.09 (br, 1H), 6.44 (br, 1H), 6.06-6.03 (m, 1H), 5.58 (q, J=7.0 Hz, 1H), 3.83 (q, J=6.7 Hz, 1H), 2.63 (br, 1H), 1.64 (d, J=7.2 Hz, 3H), 1.56 (d, J=5.2 Hz, 3H), 0.78-0.67 (m, 2H), 0.51-0.40 (m, 2H). MS m/z 438.3 (M+H)+.

1. washwashed with NaHCO3 (20 mL×3)
2. dry with materialdried over Na2SO4
3. custompurified via flash chromatography (12 g of silica gel, 0-90% EtOAc/Hexane)
4. customHPLC gave a white solid