On September 7, 2006, Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A. published a patent.Reference of 1-(Bromomethyl)-4-fluoro-2-iodobenzene The title of the patent was Preparation of bicyclic heterocycles, particularly pyrimido[2,1-c][1,4]oxazine-2-carboxamides, as HIV integrase inhibitors. And the patent contained the following:
The invention is related to the preparation of title compounds I [R1 = C1-6(Ar1)alkyl, C1-6(Ar1)oxyalkyl, C1-6(Ar1)hydroxyalkyl, etc.; R2 = H, alkyl, OH, alkyloxy; Ar1 = (un)substituted Ph, naphthyl, benzothiophenyl, etc.; X-Y-Z = C(R3)2OC(R3)2, C(R3)2OC(R3)2C(R3)2, C(R3)2C(R3)2C(R3)2C(R3)2; R3 = H, alkyl], and their pharmaceutically acceptable salts or solvates which inhibit HIV integrase and prevent viral integration into human DNA. The invention is also related to the pharmaceutical compositions comprising pyrimidinones I, and methods of using them for treating HIV infection and AIDS. Thus, reacting ester II (preparation given) with 4-fluorobenzylamine in DMF/ethanol in the presence of TEA at 90掳 gave amide III in 82% yield. Selected I displayed IC50 values in the range of 0.002-0.1 渭M for the inhibition of HIV integrase activity. III demonstrated synergistic or additive-synergistic HIV antiviral activity when used in combination with other antiviral agents, e.g., zidovudine, indinavir, T-20, etc. The experimental process involved the reaction of 1-(Bromomethyl)-4-fluoro-2-iodobenzene(cas: 70931-59-8).Reference of 1-(Bromomethyl)-4-fluoro-2-iodobenzene
The Article related to bicyclic heterocycle hiv integrase inhibitor preparation, pyrimidooxazine carboxamide preparation hiv integrase inhibitor aids treatment, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Reference of 1-(Bromomethyl)-4-fluoro-2-iodobenzene
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com