Cl.[NH:2]=[C:3]1[N:9]=[CH:8][CH:7]=[CH:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1.C(N(CC)CC)C.Br[CH2:25][C:26]([C:28]([F:31])([F:30])[F:29])=O>O1CCOCC1>[F:29][C:28]([F:31])([F:30])[C:26]1[N:2]=[C:3]2[CH2:4][NH:5][CH2:6][CH2:7][CH2:8][N:9]2[CH:25]=1To a stirred mixture of compound from Step B (0.42 g, 1.68 mmol) and triethylamine (0.64 mL, 4.6 mmol) in dioxane was added 1-bromo-3,3,3-trifluoroacetone. The resultant mixture was heated at 50° C. overnight. After solvent was removed, the residue was dissolved in isopropanol and refluxed overnight. After an aqueous work-up, the residue purified by flash chromatography (silica gel, 4% of 10% methanolic ammonium hydroxide solution in dichloromethane). The intermediate was dissolved in acidic (three drops of concentration hydrochloric acid) methoxyethanol (8 mL) and heated at 120° C. overnight. After solvent was removed, the residue was treated with 4 N hydrogen chloride in dioxane for 3 h. Purification by flash chromatography (silica gel, eluting with 6% of 10% methanolic ammonium hydroxide in dichloromethane) gave the title compound.
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