5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-ONE

Base Information

• Chemical Name: 5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-ONE
• CAS No.: 95065-06-8
• Molecular Formula: C₇H₇NO
• Molecular Weight: 121.139
• Hs Code.: 2933990090
• Mol file: 95065-06-8.mol

Synonyms:5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-ONE;Cyclopenta[c]pyrrol-4(2H)-one, 5,6-dihydro- (9CI)

Chemical Property of 5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-ONE

Chemical Property:

• PSA: 32.86000
• LogP: 1.14360

Purity/Quality:

97% ^*data from raw suppliers

5,6-Dihydro-2H-cyclopenta[c]pyrrol-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-ONE

There total 2 articles about 5,6-DIHYDRO-2H-CYCLOPENTA[C]PYRROL-4-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: 68.0%

cyclopent-2-enone (930-30-3) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 5,6-dihydrocyclopenta[c]pyrrole-4(2H)-one (95065-06-8)

Guidance literature:

cyclopent-2-enone; [(p-methylphenyl)sulfonylmethyl]isonitrile; With sodium hydride; In diethyl ether; dimethyl sulfoxide; for 2.5h; Inert atmosphere;

With water; In diethyl ether; dimethyl sulfoxide; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.12.013

Reference yield: 21.7%

cyclopent-2-enone (930-30-3) + 1-isocyanatomethanesulfonyl-4-methyl-benzene (10564-55-3) → 5,6-dihydrocyclopenta[c]pyrrole-4(2H)-one (95065-06-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

5,6-dihydrocyclopenta[c]pyrrole-4(2H)-one (95065-06-8) → N-(1-(2,4-difluorophenyl)-2-((3-fluorophenyl)sulfonyl)-2,4,5,6-tetrahydrocyclopenta[c]pyrrol-4-yl)-N,3,3-trimethylbutanamide

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 1 h / -78 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 1 h / 0 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane / 0.08 h / 120 °C / Microwave irradiation

4.1: titanium(IV) isopropylate / tetrahydrofuran; methanol / 4 h / 20 °C

4.2: 1 h / 20 °C

5.1: ethyl acetate / 20 h / 20 °C

With titanium(IV) isopropylate; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

cyclopent-2-enone

[(p-methylphenyl)sulfonylmethyl]isonitrile

1-isocyanatomethanesulfonyl-4-methyl-benzene

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