5-METHOXY-3,4-DIHYDRO-2H-PYRROLE

Base Information

• Chemical Name: 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE
• CAS No.: 5264-35-7
• Molecular Formula: C5H9 N O
• Molecular Weight: 99.1326
• Hs Code.: 2933990090
• Mol file: 5264-35-7.mol

Synonyms:1-Pyrroline,2-methoxy- (6CI,7CI,8CI); 1-Aza-2-methoxy-1-cyclopentene;2-Methoxy-1-pyrroline; 4,5-Dihydro-2-methoxy-3H-pyrrole; 5-Methoxy-2H-3,4-dihydropyrrole;NSC 601819; O-Methyl-g-butyrolactim; O-Methylbutyrolactim; g-Butyrolactim methyl ether

Chemical Property of 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE

Chemical Property:

• Vapor Pressure: 18.5mmHg at 25°C
• Boiling Point: 120.2°Cat760mmHg
• PKA: 6.29±0.20(Predicted)
• Flash Point: 26.5°C
• PSA: 21.59000
• Density: 1.05g/cm³
• LogP: 0.26070
• Storage Temp.: 2-8°C

Purity/Quality:

98%min. ^*data from raw suppliers

2-Methoxy-1-pyrroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methoxy-1-pyrroline acts as a reagent in the design and preparation of dihydroindolones and dihydroindolizinones as orally available MEK inhibitors with potent in vivo antitumor efficacy. Synthesis and anti-HSV activity of methylenedioxy mappicine ketone analogs against herpes viruses.

Technology Process of 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE

There total 9 articles about 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE 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-pyrrolidinon (616-45-5) + dimethyl sulfate (77-78-1) → 2-methoxy-1-pyrroline (5264-35-7)

Guidance literature:

In acetonitrile; for 12h; Reflux;

DOI:10.1134/S1070428019080232

Reference yield: 83.0%

2-pyrrolidinon (616-45-5) + trimethoxonium tetrafluoroborate (420-37-1) → 2-methoxy-1-pyrroline (5264-35-7)

Guidance literature:

In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/ol3022287 DOI:10.1021/ol3022287

Reference yield: 44.0%

2-pyrrolidinon (616-45-5) + potassium carbonate (584-08-7) + dimethyl sulfate (77-78-1) → 2-methoxy-1-pyrroline (5264-35-7)

Guidance literature:

2-pyrrolidinon; dimethyl sulfate; at 60 ℃; for 16h;

potassium carbonate; In water; for 0.5h;

upstream raw materials:

2-pyrrolidinon

dimethyl sulfate

benzene

trimethoxonium tetrafluoroborate

Downstream raw materials:

N-pyrrolidin-2-yliden-alanine

3-Carbamoyl-4.5-trimethylen-1.2.4-triazol

deoxyvasicinone

4,5-Trimethylen-1,2,4-triazol

Refernces

• 1、 Zhang,Wan,Ma, Yu,Qin,Ke,Pan,Zhang. "Synthesis of 3-(Piperidin-4-yl)-6,7-dihydro-5H-pyrrolo-[2,1-c][1,2,4]triazole and Theoretical Study of the Hydrazone-Hydrazine Tautomerism of the Intermediate Hydrazonation Product". . p. 1223 - 1230. Retrieved 2019.
• 2、 Barlaam, Bernard,Casella, Robert,Cidado, Justin,Cook, Calum,De Savi, Chris,Dishington, Allan,Donald, Craig S.,Drew, Lisa,Ferguson, Andrew D.,Ferguson, Douglas,Glossop, Steve,Grebe, Tyler,Gu, Chungang,Hande, Sudhir,Hawkins, Janet,Hird, Alexander W.,Holmes, Jane,Horstick, James,Jiang, Yun,Lamb, Michelle L.,McGuire, Thomas M.,Moore, Jane E.,O'Connell, Nichole,Pike, Andy,Pike, Kurt G.,Proia, Theresa,Roberts, Bryan,San Martin, Maryann,Sarkar, Ujjal,Shao, Wenlin,Stead, Darren,Sumner, Neil,Thakur, Kumar,Vasbinder, Melissa M.,Varnes, Jeffrey G.,Wang, Jianyan,Wang, Lei,Wu, Dedong,Wu, Liangwei,Yang, Bin,Yao, Tieguang. "Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies". supporting information. p. 15564 - 15590. Retrieved 2021/01/09.