反应详情

Indole-5-carboxylic acid (30 mg, 0.19 mmol), EDCI (45 mg, 0.24 mmol), HOBT (31 mg, 0.24 mmol), triethylamine (31 mg, 0.32 mmol), and compound 39a (50 mg, 0.16 mmol) were dissolved in dry CH2Cl2 (10 ml) and stirred at ambient temperature overnight. The mixture was poured into sat. NaHCO3 and extracted with dichloromethane. The organic extract was dried (Na2SO4), filtered and concentrated to yield the crude product. Column chromatography afforded 40a (26 mg, 37%). 1H NMR (400 MHz, CDCl3) δ 0.87 (t, 3H, J=7.2 Hz), 1.40-1.54 (m, 3H), 1.93 (d, 1H, J=10.0 Hz), 2.45-2.78 (m, 14H), 2.86-2.91 (m, 1H), 3.70 (m, 4H), 6.45 (d, 1H, J=2.0 Hz), 6.55-6.58 (m, 2H), 6.87 (d, 1H, J=8.0 Hz), 7.21-7.24 (m, 2H), 7.33 (d, 1H, J=8.4 Hz), 7.71 (s, 1H), 8.79 (1H, bs). The free base of 40a was converted into oxalate salt. m.p. 194-199° C. Anal. [C28H38N4O.2.0(COOH)2] C, H, N.

1. extractionextracted with dichloromethane
2. extractionThe organic extract
3. dry with materialwas dried (Na2SO4)
4. filtrationfiltered
5. concentrationconcentrated
6. customto yield the crude product