FC(F)(F)C([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]2[C:21]3[C:20]([N:22]([CH3:24])[CH3:23])=[N:19][CH:18]=[N:17][C:16]=3[N:15](CO)[CH:14]=2)[CH:8]=1)=O.C(=O)([O-])[O-].[K+].[K+]>CO.[Cl-].[Na+]>[CH3:23][N:22]([CH3:24])[C:20]1[C:21]2[C:13]([C:9]3[CH:8]=[C:7]([CH2:6][OH:5])[CH:12]=[CH:11][CH:10]=3)=[CH:14][NH:15][C:16]=2[N:17]=[CH:18][N:19]=1A mixture of 3-[4-(dimethylamino)-7-(hydroxymethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]benzyl trifluoroacetate (C27) (from the previous step, 400 mg, ≦0.996 mmol) and potassium carbonate (500 mg, 3.6 mmol) in methanol (10 mL) was stirred at 80° C. for 30 minutes. The reaction mixture was diluted with saturated aqueous sodium chloride solution (50 mL) and extracted with dichloromethane (3×60 mL); the combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via preparative HPLC (Column: Phenomenex Gemini C18, 8 μm; Mobile phase A: ammonia in water, pH 10; Mobile phase B: acetonitrile; Gradient: 21% to 33% B) afforded the product as a white solid. Yield: 77.7 mg, 0.290 mmol, 29% over two steps. LCMS m/z 268.9 [M+H+]. 1H NMR (400 MHz, CDCl3) δ 10.83 (br s, 1H), 8.39 (s, 1H), 7.50 (br s, 1H), 7.38-7.42 (m, 2H), 7.29-7.34 (m, 1H), 7.11 (s, 1H), 4.78 (s, 2H), 2.84 (s, 6H).
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