4-Methyl-5H-cyclopenta[c]pyridin-7(6H)-one

Base Information

• Chemical Name: 4-Methyl-5H-cyclopenta[c]pyridin-7(6H)-one
• CAS No.: 147646-28-4
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.177
• DSSTox Substance ID: DTXSID301226892
• Mol file: 147646-28-4.mol

Synonyms:147646-28-4;4-methyl-5,6-dihydrocyclopenta[c]pyridin-7-one;7H-Cyclopenta[c]pyridin-7-one,5,6-dihydro-4-methyl-(9CI);DTXSID301226892;4-Methyl-5H-cyclopenta[c]pyridin-7(6H)-one;4-Methyl-5,6-dihydro-7H-cyclopenta[c]pyridin-7-one;5,6-Dihydro-4-methyl-7H-cyclopenta[c]pyridin-7-one

Chemical Property of 4-Methyl-5H-cyclopenta[c]pyridin-7(6H)-one

Chemical Property:

• Boiling Point: 283.0±19.0 °C(Predicted)
• PKA: 4.38±0.20(Predicted)
• PSA: 29.96000
• Density: 1.181±0.06 g/cm3(Predicted)
• LogP: 1.51890
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=CC2=C1CCC2=O

Technology Process of 4-Methyl-5H-cyclopenta[c]pyridin-7(6H)-one

There total 2 articles about 4-Methyl-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:

4-Methyl-7-oxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid → 4-methyl-5,6-dihydro-2-pyrindin-7-one (147646-28-4)

Guidance literature:

With sodium chloride; In tetrahydrofuran; water; Yield given; Heating;

DOI:10.1021/jo00063a043

Reference yield:

5-methylnicotinic acid methyl ester (29681-45-6) → 4-methyl-5,6-dihydro-2-pyrindin-7-one (147646-28-4)

Guidance literature:

Multi-step reaction with 4 steps

2: sulfur / xylene / Heating

3: 1.) sodium hydride, 2.) 10 percent HCl / 1.) THF, reflux, 2.) 0 deg C

4: NaCl / tetrahydrofuran; H₂O / Heating

With hydrogenchloride; sodium hydride; sulfur; sodium chloride; In tetrahydrofuran; water; xylene;

DOI:10.1021/jo00063a043

Reference yield:

Methyltriphenylphosphonium bromide (1779-49-3) + 4-methyl-5,6-dihydro-2-pyrindin-7-one (147646-28-4) → 4-methyl-7-methylene-6,7-dihydro-2(5H)-pyrindine (147646-29-5)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) toluene, room temperature, overnight, 2.) 1 h;

DOI:10.1021/jo00063a043

upstream raw materials:

5-methylnicotinic acid methyl ester

Downstream raw materials:

4-methyl-7-methylene-6,7-dihydro-2(5H)-pyrindine

Refernces