On July 16, 2009, Guzzo, Peter; Surman, Matthew David; Henderson, Alan John; Jiang, May Xiaowu; Hadden, Mark; Grabowski, James published a patent.Reference of (6-(Trifluoromethyl)pyridin-3-yl)methanol The title of the patent was Pyridoindole derivatives as MCH antagonists and their preparation, pharmaceutical compositions and use in the treatment of diseases. And the patent contained the following:
The invention relates to pyridoindole derivatives of formula I, which are MCH antagonists and useful in the treatment of various diseases. Compounds of formula I wherein R1 is H and (un)substituted alkyl; R2-R4 are independently H, alkoxy, alkylthio, alkyl, halo, CF3 and CN; G is (un)substituted -CH2NH- and derivatives and (un)substituted -NHCH2 and derivatives; R8-R11 are independently H and (un)substituted alkyl; R14 and R15 are independently H and halogen; L is -CH2O-, -CH2CH2-, -CH=CH- and a bond; B is (hetero)aryl and cycloalkyl; with the proviso that, when L is a direct bond, B cannot be unsubstituted heteroaryl or heteroaryl monosubstituted with fluorine; are claimed. Example compound II·HCl was prepared via cyclization of 3-bromophenylhydrazine with N-Boc-4-oxopiperidine; the resulting tert-Bu 7-bromo-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate underwent N-methylation to give tert-Bu 7-bromo-5-methyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate, which underwent condensation with 4-benzyloxypyridin-2(1H)-one to give tert-Bu 7-[4-benzyloxy-2-oxopyridin-1(2H)-yl]-5-methyl-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate, which underwent hydrolysis to give II·HCl. All the invention compounds were evaluated for their MCH1 antagonistic activity. From the assay, it was determined that the tested compounds exhibited the Ki values of ≤ 3.5 μM. The experimental process involved the reaction of (6-(Trifluoromethyl)pyridin-3-yl)methanol(cas: 386704-04-7).Reference of (6-(Trifluoromethyl)pyridin-3-yl)methanol
The Article related to pyridoindole derivative preparation mch antagonist treatment disease, Heterocyclic Compounds (More Than One Hetero Atom): Pyridazines, Cinnolines, and Phthalazines and other aspects.Reference of (6-(Trifluoromethyl)pyridin-3-yl)methanol
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