22217-78-3

Basic information

• Product Name: 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE
• Synonyms: 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE
• CAS NO: 22217-78-3
• Molecular Formula: C₁₀H₁₀ClN
• Molecular Weight: 179.6461
• Mol File: 22217-78-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 250.7 °C at 760 mmHg
• Flash Point: 105.4 °C
• Appearance: /
• Density: 1.19 g/cm³
• CAS DataBase Reference: 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE(22217-78-3)
• EPA Substance Registry System: 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE(22217-78-3)

Safety Data

• Hazardous Substances Data: 22217-78-3(Hazardous Substances Data)

Usage

General Description

5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE, also known as VU0364289, is a chemical compound with potential pharmacological properties. It belongs to the class of pyrrole derivatives and contains a 4-chlorophenyl group attached to a dihydropyrrole ring. 5-(4-CHLORO-PHENYL)-3,4-DIHYDRO-2H-PYRROLE has been studied for its potential as a modulator of the serotonin 5-HT6 receptor, which plays a role in regulating cognitive function and mood. Research on VU0364289 has also indicated its potential as a therapeutic agent for disorders such as Alzheimer's disease and schizophrenia, due to its ability to modulate neurotransmitter systems in the brain. Further research is needed to fully understand the pharmacological properties and potential therapeutic applications of this compound.

Upstream product

• 40877-09-6 4-chloro-1-(4-chlorophenyl)butan-1-one 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 29480-09-9 1-(4-chlorophenyl)cyclobutan-1-ol 
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• 7335-27-5 ethyl 4-chlorobenzoate 
• 7347-71-9 N-[4-(4-chloro-phenyl)-4-oxo-butyl]-phthalimide 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 616-45-5 2-pyrrolidinon 
• 189079-77-4 4-Azido-1-(4-chloro-phenyl)-butan-1-one 
• 88-12-0 1-ethenyl-2-pyrrolidinone 
• 14774-78-8 4-chlorophenyl lithium 
• 106-39-8 bromochlorobenzene 
• 628-20-6 4-Chlorobutyronitrile 
• 40394-87-4 4-(4-chloro-phenyl)-4-oxo-butyronitrile 

Downstream Products

• 111399-31-6 1-methyl-2-(4-chlorophenyl)-1-pyrrolinium trifluoromethanesulfonate 
• 38944-14-8 2-(4-chlorophenyl)pyrrolidine 
• 1217651-75-6 (S)-2-(4-chlorophenyl)-pyrrolidine 
• 1217831-54-3 (R)-2-(4-chlorophenyl)-pyrrolidine 
• 76532-30-4 6-[2-(4-Chloro-phenyl)-pyrrolidin-1-yl]-pteridine-2,4-diamine 
• 189079-90-1 4,4-Dibromo-5-(4-chloro-phenyl)-3,4-dihydro-2H-pyrrole 
• 189079-86-5 4,4-Dichloro-5-(4-chloro-phenyl)-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

Easy one-pot access to substituted 2-phenylpyrrolines from 2-pyrrolidinone

An easy access to 2-aryl pyrrolidines is the reduction, stereospecific or not, of the corresponding 2-aryl-pyrroline (5-aryl-3,4-dihydro-2H-pyrrole). Preparation of the latter has been carried out from 2-pyrrolidinone using an easy one-pot two-step method

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines

The intramolecular Csp3-H and/or C-C bond amination is very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. Herein, we report a novel intramolecular cyclization of alkyl azides for the synthesis of cyclic imines and tertiary amines through selective Csp3-H and/or C-C bond cleavage. Two C-N single bonds or a CN double bond are efficiently constructed in these transformations. The carbocation mechanism differs from the reported metal nitrene intermediates and therefore enables metal-free and new transformation.