On April 11, 2013, Cox, Christopher D.; Beshore, Douglas C.; Kim, June J.; Kuduk, Scott D.; McVean, Carol; Reger, Thomas; Sheen, Justin published a patent.Name: 5-Methoxy-1H-pyrazole The title of the patent was Preparation of 1,3-substituted azetidine PDE10 inhibitors for treatment of CNS disorders. And the patent contained the following:
The present invention is directed to substituted azetidine compounds of general formula I (wherein X1, X2 and X3 independently are CH or N; R is H and C1-6alkyl; R2 is H, (un)substituted O-C1-6alkyl, (un)substituted C1-3haloalkyl, etc.; R3 is NRC(O)R6, C(O)OR6, C(O)NR6R6, and (CH2)nC5-10heterocycle, said heterocycle is optionally substituted; R5 is (CH2)nC6-10 aryl, (CH2)nC5-10 heterocycle, (CH2)nC3-10cycloalkyl, the rings being optionally substituted; R6 is H, (un)substituted C1-6-alkyl, OR, etc.; n = 0-4) which are useful as therapeutic agents for the treatment of central nervous system disorders associated with phosphodiesterase 10 (PDE10). The present invention also relates to the use of such compounds for treating neurol. and psychiatric disorders, such as schizophrenia, psychosis or Huntington’s disease, and those associated with striatal hypofunction or basal ganglia dysfunction. Synthetic procedures for preparing I are exemplified. Example compound II was prepared by reacting intermediates 2-(azetidin-3-yl)-1-methyl-1H-benzimidazole and 4-chloro-6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidine. In a PDE10 inhibition assay, II had a Ki of 2.1 nM. The experimental process involved the reaction of 5-Methoxy-1H-pyrazole(cas: 215610-30-3).Name: 5-Methoxy-1H-pyrazole
The Article related to preparation azetidine compound pde10 inhibitor treatment cns disorder, Heterocyclic Compounds (One Hetero Atom): 4-Membered Rings and other aspects.Name: 5-Methoxy-1H-pyrazole
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics