41598-71-4

Basic information

• Product Name: 5H-CYCLOPENTA[B]PYRIDIN-7-OL, 6,7-DIHYDRO-
• Synonyms: 5H-CYCLOPENTA[B]PYRIDIN-7-OL, 6,7-DIHYDRO-;5H=cyclopenta[b]pyridine-7-ol,6,7-dihydro-;6,7-Dihydro-5H-cyclopenta[b]pyridin-7-ol;6,7-dihydro-5H-cyclopenta[b]pyridine-7-ol
• CAS NO: 41598-71-4
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16
• Product Categories: Pyridine Derivertives
• Mol File: 41598-71-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 291.151 °C at 760 mmHg
• Flash Point: 129.884 °C
• Appearance: /
• Density: 1.243 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5H-CYCLOPENTA[B]PYRIDIN-7-OL, 6,7-DIHYDRO-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-CYCLOPENTA[B]PYRIDIN-7-OL, 6,7-DIHYDRO-(41598-71-4)
• EPA Substance Registry System: 5H-CYCLOPENTA[B]PYRIDIN-7-OL, 6,7-DIHYDRO-(41598-71-4)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 41598-71-4(Hazardous Substances Data)

Usage

General Description

5H-Cyclopenta[b]pyridin-7-ol, 6,7-dihydro- is a chemical compound with the molecular formula C6H9NO. It is a white crystalline solid that is primarily used as an intermediate in the synthesis of pharmaceutical compounds. This chemical has shown potential biological activity and therapeutic effects, including anti-inflammatory and anti-cancer properties. It is also used in the production of various drugs and can be found in some research studies exploring its potential applications in medicine. Additionally, 5H-Cyclopenta[b]pyridin-7-ol, 6,7-dihydro- has been shown to exhibit antioxidant activity, making it potentially useful in various industrial and pharmaceutical applications.

InChI:InChI=1/C8H9NO/c10-7-4-3-6-2-1-5-9-8(6)7/h1-2,5,7,10H,3-4H2

Upstream product

• 31170-78-2 5H,6H,7H-cyclopenta[b]pyridin-7-one 
• 90685-59-9 6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 
• 533-37-9 2,3-cyclopentenopyridine 
• 90685-58-8 6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide 

Downstream Products

• 912277-45-3 (R)-5H,6H,7H-cyclopenta[b]pyridin-7-ol 
• 1417346-83-8 C₂₇H₃₀ClN₅O₄ 
• 31170-78-2 5H,6H,7H-cyclopenta[b]pyridin-7-one 
• 133073-01-5 7-mercapto-6,7-dihydro-5H-cyclopentapyridine 
• 153869-26-2 7-benzoylthio-6,7-dihydro-5H-cyclopentapyridine 
• 270-91-7 5H-1-pyrindine 

Relevant articles and documents

Enantiopure synthesis of 7-(1-pyrindanyl)propargyl ethers as rasagiline analogues via chemical or enzymatic resolution of 1-pyrindan-7-ol

In this work, the enantiopure synthesis of 7-(1-pyrindanyl)propargyl ethers - rasagiline analogues - via chemical and/or enzymatic resolution of the racemic precursor 1-pyrindan-7-ol is described. (R)-Methoxyphenylacetic acid - (R)-MPAA - and (S)-methoxyphenylacetic acid - (S)-MPAA were used as chemical resolution agents, whereas Candida antarctica lipase B (CALB) was employed as kinetic resolution catalyst. The enzymatic resolution was successfully achieved by two different approaches: (1) transesterification of racemic 1-pyrindan-7-ol, which was found to selectively acylate the (R)-enantiomer with high efficiency; (2) hydrolysis of the racemic 7-(1-pyrindanyl)acetate, which was also highly selective to the (R)-enantiomer. The enzymatic hydrolysis was performed in a non-aqueous solvent using a lipase with significant absorbed water content. The configuration of the two enantiomers of 1-pyrindan-7-ol (and consequently of the 7-(1-pyrindanyl)propargyl ethers) were unequivocally determined by X-ray crystallography and/or specific optical rotation.

Asymmetric Hydroboration of Heteroaryl Ketones by Aluminum Catalysis

A series of methyl aluminum complexes bearing chiral biphenol-type ligands were found to be highly active catalysts in the asymmetric reduction of heterocyclic ketones (S/C = 100-500, ee up to 99%). The protocol is suitable for a wide range of substrates and has a high tolerance to functional groups. The formed 2-heterocyclic-alcohols are valuable building blocks in drug discovery or can be used as ligands in asymmetric catalysis. Isolation and comprehensive characterization of the reaction intermediates support a catalysis cycle proposed by DFT calculations.

Kinetic resolution of diols and pyridyl alcohols by cu(II)(borabox)- catalyzed acylation

Boron-bridged bisoxazoline (borabox) ligands have been used in the copper(II)-catalyzed benzoylation of pyridyl alcohols and 1,2-diols. Efficient kinetic resolution of 1,2-diols was achieved using both borabox and bisoxazoline (box) ligands. Borabox ligands induced high selectivities in the benzoylation of suitable pyridyl alcohols, where they outperformed bisoxazolines. In addition, highly enantioselective Cu(II)(borabox)-catalyzed benzoylation has been used for the synthesis of both enantiomers of a pyridyl alcohol.