2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

Base Information

• Chemical Name: 2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one
• CAS No.: 745075-82-5
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.62
• Hs Code.: 2933990090
• Mol file: 745075-82-5.mol

Synonyms:2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

Chemical Property of 2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

Chemical Property:

• Melting Point: 149-152 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
• Boiling Point: 355.2±42.0 °C(Predicted)
• PKA: 1.60±0.20(Predicted)
• PSA: 29.96000
• Density: 1.330±0.06 g/cm3(Predicted)
• LogP: 2.17230
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

There total 5 articles about 2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-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: 90.0%

2-chloro-6,7-dihydro-4-methyl-5H-cyclopenta[b]pyridin-7-ol (745075-80-3) → 2-chloro-5,6-dihydro-4-methyl-cyclopenta[b]pyridin-7-one (745075-82-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/jo0494275

Reference yield:

2-chloro-6,7-dihydro-4-methyl-5H-cyclopenta[b]pyridin-7-yl acetate (267243-01-6) → 2-chloro-5,6-dihydro-4-methyl-cyclopenta[b]pyridin-7-one (745075-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

2: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With lithium hydroxide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;

DOI:10.1039/b513286j

Reference yield:

4-methyl-6,7-dihydro-5H-[1]pyrindine-2-ol (20594-30-3) → 2-chloro-5,6-dihydro-4-methyl-cyclopenta[b]pyridin-7-one (745075-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / PhP(O)Cl₂ / 16 h / 160 °C

2: aq. H₂O₂; AcOH / 16 h / 80 °C

3: 4 h / 100 °C

4: 95 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

5: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With P,P-dichlorophenylphosphine oxide; lithium hydroxide; oxalyl dichloride; dihydrogen peroxide; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 5: Swern oxidation;

DOI:10.1039/b513286j

upstream raw materials:

2-chloro-6,7-dihydro-4-methyl-5H-cyclopenta[b]pyridin-7-ol

4-methyl-6,7-dihydro-5H-[1]pyrindine-2-ol

2-chloro-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridine

2-chloro-4-methyl-6,7-dihydro-5H-[1]pyrindine 1-oxide

Downstream raw materials:

C₂₉H₂₄FNO₂

C₂₃H₂₈FNO₂

C₁₉H₂₀FNO₂

C₂₃H₂₀ClNO₂