Trifluoroacetic acid → HCID 67040955, compound

Participants

Reaction Steps

The product of Example 199D (162.2 g, 0.2591 mmol) was treated with trifluoroacetic acid (2 mL) in methylene chloride (2 mL) at room temperature for 30 minutes. The solvents were removed by rotary evaporation and the residual oil taken up in ethyl acetate (75 mL) and washed with saturated aqueous sodium bicarbonate (30 mL), water (2×30 mL), and brine (30 mL). The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. Purification by silica gel chromatography eluting with 4% methanol/methylene chloride afforded the title compound (104 mg, 76%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.32 (d, J=6.99 Hz, 6 H) 3.09-3.30 (m, 1 H) 5.04 (s, 2 H) 6.57 (d, J=8.82 Hz, 2 H) 6.78 (d, J=8.83 Hz, 1 H) 6.79 (d, J=8.82 Hz, 2 H) 7.60 (d, J=8.46 Hz, 1 H) 7.94-7.98 (m, 2 H) 8.20-8.27 (m, 2 H) 8.43 (d, J=2.94 Hz, 1 H) 8.62 (s, 1 H) 8.85 (d, J=8.46 Hz, 1 H) 9.97 (s, 1 H) 10.91 (s, 1 H); MS (ESI+) m/z 526/528 (M+H)+.

Provenance & Evidence