On March 29, 2007, Hashimoto, Kazuki; Nakamura, Tomoaki; Nakamura, Kei; Tojo, Shingo; Kurimoto, Ayumu; Isobe, Yoshiaki; Wada, Hiroki; Bonnert, Roger published a patent.Electric Literature of 142327-44-4 The title of the patent was Preparation of adenine derivatives as TLR7 agonists. And the patent contained the following:
Title compounds I [R1 = halo, (un)substituted alkyl, (un)substituted alkenyl, etc.; R2 = H, (un)substituted alkyl, (un)substituted alkenyl, etc.; X = O, S, NR4, etc.; with the proviso that if R1 is halo, X is a single bond; R4 = H, alkyl; A1 = (un)substituted, (un)saturated nitrogenous heterocycle containing hetero atoms selected from N, O and S; A2 = (un)substituted aromatic carbocycle, (un)substituted aromatic heterocycle; L3 = (un)substituted alkylene, single bond; L1, L2 = alkylene (1-3 methylene in alkylene may be replaced with O, S, NR5, etc.), single bond; R5 = H, (un)substituted alkyl, (un)substituted cycloalkyl, etc.] or their pharmaceutically acceptable salts were prepared For example, de-tert-butoxycarbonylation of 2-butoxy-9-[(1-[3-[N-(tert-butoxycarbonyl)-N-methylamino]propyl]piperidin-4-yl)methyl]-8-methoxyadenine, e.g., prepared from 4-hydroxymethylpiperidine-1-carboxylic acid tert-Bu ester in 3 steps, followed by reductive amination with 3-formylphenylacetic acid Me ester and treatment with sulfuric acid afforded compound II. In toll-like receptor 7 (TLR7) binding assays, the EC50 value of compound III was 74.5 nM. Compounds I are claimed useful for the treatment of asthma, COPD, etc. The experimental process involved the reaction of Methyl 2-(3-formylphenyl)acetate(cas: 142327-44-4).Electric Literature of 142327-44-4
The Article related to adenine preparation tlr7 agonist, asthma copd treatment adenine preparation tlr7 agonist, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Electric Literature of 142327-44-4
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