5H-Cyclopenta[c]pyridin-7(6H)-one

Base Information

• Chemical Name: 5H-Cyclopenta[c]pyridin-7(6H)-one
• CAS No.: 51907-18-7
• Molecular Formula: C8H7NO
• Molecular Weight: 133.149
• Hs Code.: 2933990090
• European Community (EC) Number: 899-207-4
• DSSTox Substance ID: DTXSID60569082
• Wikidata: Q72464775
• Mol file: 51907-18-7.mol

Synonyms:5H-Cyclopenta[c]pyridin-7(6H)-one;51907-18-7;5,6-Dihydro-[2]pyrindin-7-one;5,6-Dihydro-7H-cyclopenta[c]pyridin-7-one;5,6-Dihydrocyclopenta[c]pyridin-7-one;5H,6H-cyclopenta[c]pyridin-7-one;7H-Cyclopenta[c]pyridin-7-one, 5,6-dihydro-;5H,6H,7H-cyclopenta[c]pyridin-7-one;SCHEMBL3581879;5,6-Dihydro-2-pyrindin-7-on;DTXSID60569082;SMHRJUIZCMDUFN-UHFFFAOYSA-N;AMY16084;MFCD08694510;AKOS000280702;SB37477;DS-11074;SY009407;A7639;CS-0054905;7H-Cyclopenta[c]pyridin-7-one,5,6-dihydro-;EN300-128283;P10633;Z1198181243

Chemical Property of 5H-Cyclopenta[c]pyridin-7(6H)-one

Chemical Property:

• Boiling Point: 243.968 °C at 760 mmHg
• PKA: 4.10±0.20(Predicted)
• Flash Point: 107.551 °C
• PSA: 29.96000
• Density: 1.23 g/cm³
• LogP: 1.21050
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

5H-Cyclopenta[C]pyridin-7(6H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C=CN=C2

Technology Process of 5H-Cyclopenta[c]pyridin-7(6H)-one

There total 3 articles about 5H-Cyclopenta[c]pyridin-7(6H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

4-<2-(ethoxycarbonyl)ethyl>nicotinic acid methyl ester → 5,6-dihydro-7H-cyclopenta[c]pyridin-7-one (51907-18-7)

Guidance literature:

4-<2-(ethoxycarbonyl)ethyl>nicotinic acid methyl ester; With methanol; sodium hydride; In tetrahydrofuran; mineral oil; for 3h; Reflux;

With hydrogenchloride; In tetrahydrofuran; mineral oil; for 0.5h; Reflux;

DOI:10.1021/acs.jmedchem.0c01836

Reference yield:

1-ethyl 3-methyl 4-(3-ethoxy-3-oxopropyl)pyridine-1,3(4H)-dicarboxylate → 5,6-dihydro-7H-cyclopenta[c]pyridin-7-one (51907-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfur / 5,5-dimethyl-1,3-cyclohexadiene / 12 h / 140 °C

2.1: sodium hydride / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

2.2: 0.67 h / 0 - 100 °C

With sodium hydride; sulfur; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;

Reference yield:

→ 5,6-dihydro-7H-cyclopenta[c]pyridin-7-one (51907-18-7)

Guidance literature:

aus (1), Ueber (3-7);

DOI:10.1007/BF00911306

Downstream raw materials:

5H,6H,7H-cyclopenta[c]pyridin-7-amine

Refernces

• 1、 Hoashi, Yasutaka,Takai, Takafumi,Kosugi, Yohei,Nakashima, Masato,Nakayama, Masaharu,Hirai, Keisuke,Uchikawa, Osamu,Koike, Tatsuki. "Discovery of a Potent and Orally Bioavailable Melatonin Receptor Agonist". . p. 3059 - 3074. Retrieved 2021/04/06.
• 2、 -. "TRICYCLIC COMPOUND AND PHARMACEUTICAL USE THEREOF". Page/Page column 54-55. . Retrieved 2009/09/26.