90685-58-8

Basic information

• Product Name: 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide
• Synonyms: 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide;5H-Cyclopenta[b]pyridine, 6,7-dihydro-, 1-oxide;1-oxido-6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium;6,7-Dihydro-5H-1-pyrindine N-oxide
• CAS NO: 90685-58-8
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16
• Mol File: 90685-58-8.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide(90685-58-8)
• EPA Substance Registry System: 6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide(90685-58-8)

Safety Data

• Hazardous Substances Data: 90685-58-8(Hazardous Substances Data)

Usage

General Description

6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide, also known as CPPO, is a chemical compound with the molecular formula C11H11NO. It is a heterocyclic compound that is commonly used as a chemiluminescent reagent in various biochemical and analytical applications. CPPO is known for its ability to produce light when it undergoes a chemical reaction with luminol and hydrogen peroxide, making it a valuable tool in chemiluminescence assays and detection techniques. It is also used in the synthesis of pharmaceuticals and dyes, as well as in the fabrication of light-emitting diodes and other optoelectronic devices. CPPO is considered relatively stable and safe to handle when used in a controlled laboratory setting.

Upstream product

• 533-37-9 2,3-cyclopentenopyridine 
• 56946-65-7 2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine 

Downstream Products

• 150459-77-1 6,7-Dihydro-5H-[1]pyrindine-2-carbonitrile 
• 90685-59-9 6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 
• 78183-15-0 6,7-dihydro-5H-cyclopenta[b]pyridin-4-amine 
• 41598-71-4 7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 912277-45-3 (R)-5H,6H,7H-cyclopenta[b]pyridin-7-ol 
• 97360-41-3 2-phenyl-6,7-dihydro-5H-[1]pyrindine N-oxide 
• 101234-85-9 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide 
• 1620014-24-5 N-{4-[(3S,5R)-3-amino-5-(trifluoromethyl)piperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-fluoropyridine-2-carboxamide 
• 1620014-27-8 4-[(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidin-1-yl]-3-[({6-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-fluoropyridin-2-yl}carbonyl)amino]-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 
• 1620014-15-4 N-{4-[(3S,5R)-3-amino-5-methylpiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-[2,6-difluoro-4-(tetrahydro-2H-pyran-3-yloxy)phenyl]-5-fluoropyridine-2-carboxamide 
• 1620014-19-8 tert-butyl ((3S,5R)-1-{3-[({6-[2,6-difluoro-4-(tetrahydro-2H-pyran-3-yloxy)phenyl]-5-fluoropyridin-2-yl}carbonyl)amino]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl}-5-methylpiperidin-3-yl)carbamate 
• 1620014-17-6 4-{(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-1-yl}-3-[({6-[2,6-difluoro-4-(tetrahydro-2H-pyran-3-yloxy)phenyl]-5-fluoropyridin-2-yl}carbonyl)amino]-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 
• 1620013-92-4 N-{4-[(3R,4R,5S)-3-amino-5-cyclopropyl-4-hydroxypiperidin-1-yl]-7-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-3-yl}-6-(2,6-difluorophenyl)-5-fluoropyridine-2-carboxamide 

Relevant articles and documents

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.

Visible-Light-Induced C2 Alkylation of Pyridine N-Oxides

A photoredox catalytic method has been developed for the direct C2 alkylation of pyridine N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2-alkylated pyridine N-oxides under mild conditions. Mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.

PYRIDINEAMINE COMPOUNDS USEFUL AS PIM KINASE INHIBITORS

The present disclosure describes pyridineamine compounds, as well as their compositions and methods of use. The compounds inhibit the activity of the Pim kinases, and are useful in the treatment of diseases related to the activity of Pim kinases including, e.g., cancer, immune disorders and other diseases. Formula (I).