On October 8, 2009, Chang, Edcon; Duong, Tracy; Hirano, Takehiro; Mcneill, Matthew H.; Terao, Yoshito; Vassar, Angie published a patent.Category: piperidines The title of the patent was Preparation of pyrazolo[1,5-a]pyrimidine derivatives as apoptosis signal-regulating kinase 1 inhibitors. And the patent contained the following:
The invention is related to the preparation of pyrazolo[1,5-a]pyrimidines I [R1 = H, OH, (un)substituted aryloxy, sulfonylalkyl, heteroaryl, etc.; R2 = NO2, CN, (un)substituted haloalkyl, heterobicycloalkyl, aryl, etc.; provided that R2 is not an unsubstituted n-(C1-3)alkyl; R3 = H, halo, NH2, (un)substituted azaalkyl, heteroarylalkyl, etc.] and their pharmaceutically acceptable salts as inhibitors of apoptosis signal-regulating kinase 1 (ASK1) and to their pharmaceutical compositions containing them. Thus, cyclization of 5-methyl-1H-pyrazol-3-amine with Et 3-ethoxy-3-iminopropionate hydrochloride, treatment of 5-amino-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one with POCl3 at 95-105°, conversion of phosphorylated intermediate (no data) to 7-chloro-2-methylpyrazolo[1,5-a]pyrimidin-5-amine, acylation of the amine with 4-tert-butylbenzoyl chloride and Pd-coupling of the chloride with [3-(hydroxymethyl)phenyl]boronic acid gave pyrazolopyrimidine II. The enzyme activity of selected I against ASK1 was determined in a scintillation assay. The experimental process involved the reaction of 4-Benzenesulfonylpiperidine Hydrochloride(cas: 1172500-91-2).Category: piperidines
The Article related to pyrazolopyrimidine preparation apoptosis signal regulating kinase 1 inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Category: piperidines
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem