54664-55-0

Basic information

• Product Name: 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-
• Synonyms: 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-;4-CHLORO-6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDINE;7-Dihydro-5H-cyclopenta[b]pyridine;6,7-Dihydro-5H-[1]pyrindin-4-ylaMine;5H-1-Pyrindine, 4-chloro-6,7-dihydro-
• CAS NO: 54664-55-0
• Molecular Formula: C₈H₈ClN
• Molecular Weight: 153.61
• Product Categories: Heterocycle-Pyridine series
• Mol File: 54664-55-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 234℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.241
• Vapor Pressure: 0.081mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.34±0.20(Predicted)
• CAS DataBase Reference: 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-(54664-55-0)
• EPA Substance Registry System: 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-(54664-55-0)

Safety Data

• Hazardous Substances Data: 54664-55-0(Hazardous Substances Data)

Usage

General Description

The chemical 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro- is a heterocyclic organic compound with a fused cyclopentane and pyridine ring structure, and a chlorine atom attached to the fourth carbon of the cyclopentane ring. It is a colorless liquid with a molecular formula C10H10ClN. 5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro- is used as a building block in the synthesis of pharmaceuticals and agrochemicals. It may also have potential applications in organic synthesis and material science due to its unique ring structure and chemical reactivity. Additionally, it may have biological activity and could be explored for potential medicinal uses.

InChI:InChI=1/C8H8ClN/c9-7-4-5-10-8-3-1-2-6(7)8/h4-5H,1-3H2

Upstream product

• 54664-52-7 4-chloro-β-phenethylsulfonyl azide 

Downstream Products

• 101234-85-9 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide 
• 1592000-34-4 (S)-4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 1592000-35-5 (R)-4-(2-(bis(4-(tert-butyl)phenyl)fluoromethyl)pyrrolidin-1-yl)-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 1592000-36-6 (S)-4-(2-(di([1',1'-biphenyl]-4-yl)fluoromethyl)pyrrolidin-1-yl)-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 76653-07-1 4-methoxy-6,7-dihydro-5H-cyclopenta[b]pyridine 
• 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 
• 1620013-73-1 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-(methoxymethyl)phenyl]-5-fluoropyridine-2-carboxamide 
• 1620013-75-3 4-{(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-1-yl}-3-[({6-[2,6-difluoro-4-(methoxymethyl)phenyl]-5-fluoropyridin-2-yl}carbonyl)amino]-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 
• 1620013-64-0 4-{(3R,5S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxy-4,5-dimethylpiperidin-1-yl}-3-({[6-(2,6-difluorophenyl)-5-fluoropyridin-2-yl]carbonyl}amino)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 

Relevant articles and documents

The Decomposition of β-Phenethylsulfonyl Azides. Solution Chemistry and Flash Vacuum Pyrolysis

The intramolecular cyclization of the parent title compound and a number of para-substituted derivatives (1) in solution was found to take place in low yield and to be accompanied by products of intermolecular reactions, namely, C-H insertion (4) and hydrogen abstraction (3).The use of an excess of a relatively inert solvent Freon 113 led to a better yield of the desired 3,4-dihydro-2,1-benzothiazine 2,2-dioxides (2).Flash vacuum pyrolysis (FVP) of 1 at 250-300 deg C also gave some 2, but the use of higher temperatures led to the formation of styrenes (8), indolines (9), indoles (10), sulfur dioxide, and the remarkable transformation products, the 4-substituted 6,7-dihydro-5H-1-pyrindines (7), in good yield.The styrenes result from the elimination of HN3 and SO2 from the azides, and indolines are formed in good yield by FVP of 2 at 650 deg C.The dihydropyrindines are not obtained from 2, and β-phenethynitrene is not a source of any of the above observed products.A mechanism is proposed for the formation of 7 from β-arylethylsulfonylnitrenes.Consistent with the mechanism is the observation that both 1- and 2-phenylpropanesulfonyl azide give a mixture of 6- and 7-methyl-6,7-dihydro-5H-1-pyrindines in the same ratio on FVP at 650 deg C.Thermolysis of 1a in benzene at 100 deg C gives an N-sulfonylazepine derivative.The FVP of 1 and 2 at 650 deg C are preparative routes to 7 and 9, respectively.