反应详情

Following the procedure described in Step 3 of Example 1, ethyl 2-[1-benzyl-6-(4-trifluoromethyl)-1H-indol-3-yl]-2-oxoacetate was prepared from 1-benzyl-6-[4-(trifluoromethyl)phenyl]-1H-indole (0.392 g, 1.12 mmol), oxalyl chloride (0.11 mL, 1.2 mmol), and ethanol (1.4 mL). Purification by flash chromatography using 5-10% ethyl acetate in hexane as an eluant followed by trituration with hexane yielded the title compound as a light yellow solid (0.314 g, 62%), mp: 109-110° C. Mass spectrum (+APCI, [M+H]+) m/z 452; 1HNMR (400 MHz, DMSO-d6): δ 8.75 (s, 1H), 8.25 (d, 1H, J=8.3 Hz), 8.05 (d, 1H, J=0.98 Hz), 7.95 (d, 2H, J=8.1 Hz), 7.8 (d, 2H, J=8.3 Hz), 7.7 (dd, 1H, J=8.3 Hz and 1.5 Hz), 7.25-7.35 (m, 5H), 5.7 (s, 2H), 4.35 (q, 2H, J=7.2 Hz), and 1.35 ppm (t, 3H, J=7.1 Hz). Elemental Analysis for C26H20F3NO3.0.25 H2O: Calculated: C, 68.49; H, 4.53; N, 3.07. Found: C, 68.24; H, 4.46; N, 3.10.

1. customPurification by flash chromatography