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EXAMPLE 2 Synthesis of Compound 23; Compound 40 Compound 23[0050] Compound 23. Referring to the scheme above, a mixture of Compound 40 (8.40 g. 0.0221 mol) produced as described in Example 1 and pyrrolidine (7.4 mL, 0.088 mol) in ethanol (50 mL) was heated at 100 0C for 12 hours in a sealed container. TLC (20% triethylamine in methanol (Et3NMeOH)) showed a single new spot and mass spectroscopy showed one single desired peak of 450 (M+H). The mixture was cooled to room temperature, concentrated and the excess pyrrolidine was removed by azeotropic concentration with toluene (three times in 50 mL). The residue was dissolved in ethanol (EtOH). filtered and concentrated. The residual solid was crystallized in MeOH/EtOAc to give pure product Compound 23 (7.88 g. 68%). 1H NMR (400 MHz, CD3OD) δ 8.12 (d, J=8.9 Hz, 2H). 7.57 (d. J=8.8 Hz. IH). 7.28 (d, J=2.2 Hz. IH), 7.12 (d, J=8.9 Hz. 2H), 7.01 (dd. J=2.2, 8.8 Hz, IH). 4.18 (t. J=5.86 Hz. 2H). 4.15 (t. J=6.15 Hz, 2H). 3.07-2.94 (m. 12H). 2.15 (m. 4H)5 1.96 (m, 8H); MS (ES") m/z 450.4.
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Compound 23[0083] Compound 23.; Referring to the scheme above, a mixture of Compound 40 (8.40 g. 0.0221 mol) produced as described in Example 1 and pyrrolidine (7.4 mL. 0.088 mol) in ethanol (50 mL) was heated at 100 0C for 12 hours under sealed tube. TLC (20% triethylamine in methanol (Et3N/MeOH)) showed a single new spot and mass spectroscopy showed one single desired peak of 450 (M+H). The mixture was cooled to room temperature, concentrated and the excess pyrrolidine was removed by azeotropic concentration with toluene (three times in 50 mL). The residue was dissolved in ethanol (EtOH), filtered and concentrated. The residual solid was crystallized in MeOH/EtOAc to give pure product Compound 23 (7.88 g, 68%). 1H NMR (400 MHz. CD3OD) δ 8.12 (d. J=8.9 Hz. 2H). 7.57 (d. J=8.8 Hz. IH). 7.28 (d. J=2.2 Hz, IH), 7.12 (d. J=8.9 Hz. 2H), 7.01 (dd. J=2.2. 8.8 Hz, IH). 4.18 (t. J=5.86 Hz. 2H). 4.15 (t. J=6.15 Hz. 2H). 3.07-2.94 (m. 12H). 2.15 (m. 4H). 1.96 (m. 8H): MS (ES+) m/z 450.4.