59507-40-3

Basic information

• Product Name: 1-(3-Bromobenzyl)piperidine
• Synonyms: 1-Bromo-3-[(piperidin-1-yl)methyl]benzene
• CAS NO: 59507-40-3
• Molecular Formula: C₁₂H₁₆BrN
• Molecular Weight: 254.18
• Product Categories: Amino;Aryl;Organohalides
• Mol File: 59507-40-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 75 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 302.9 °C at 760 mmHg
• Flash Point: 137 °C
• Appearance: /
• Density: 1.323 g/cm³
• Vapor Pressure: 0.00096mmHg at 25°C
• Refractive Index: 1.575
• PKA: 8.84±0.10(Predicted)
• CAS DataBase Reference: 1-(3-Bromobenzyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Bromobenzyl)piperidine(59507-40-3)
• EPA Substance Registry System: 1-(3-Bromobenzyl)piperidine(59507-40-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 59507-40-3(Hazardous Substances Data)

Usage

General Description

"1-(3-Bromobenzyl)piperidine" is a chemical compound with the molecular formula C13H16BrN. It is a piperidine derivative with a bromobenzyl group attached to the nitrogen atom. 1-(3-Bromobenzyl)piperidine has potential applications in medicinal chemistry, particularly in the development of pharmaceuticals. Piperidines are known for their diverse biological activities and are commonly found in various natural products and synthetic drugs. The incorporation of a bromobenzyl group into the piperidine structure can potentially modulate the compound's pharmacological properties, making it a valuable building block for the synthesis of novel drug candidates. As such, "1-(3-Bromobenzyl)piperidine" may have potential applications in the pharmaceutical industry for the development of new therapeutic agents.

InChI:InChI=1/C12H16BrN/c13-12-6-4-5-11(9-12)10-14-7-2-1-3-8-14/h4-6,9H,1-3,7-8,10H2

Upstream product

• 110-89-4 piperidine 
• 3132-99-8 m-bromobenzoic aldehyde 
• 823-78-9 meta-bromobenzyl bromide 

Downstream Products

• 956593-48-9 2-methyl-4-(4-(methylsulfanyl)phenyl)-7-(3-(piperidin-1-ylmethyl)phenoxy)-1,2,3,4-tetrahydroisoquinoline 
• 956593-61-6 2-methyl-4-(4-(methylsulfanyl)phenyl)-5-(3-(piperidin-1-ylmethyl)phenoxy)-1,2,3,4-tetrahydroisoquinoline 
• 1188547-06-9 4-[4-(3-(piperidin-1-ylmethyl)phenyl)but-3-ynyl]morpholine 
• 1086400-79-4 2-methyl-4-(4-(methylsulfanyl)phenyl)-7-(3-(piperidin-1-ylmethyl)phenoxy)-1,2,3,4-tetrahydroisoquinoline trifluoroacetic acid salt 
• 1086400-82-9 2-methyl-4-(4-(methylsulfanyl)phenyl)-5-(3-(piperidin-1-ylmethyl)phenoxy)-1,2,3,4-tetrahydroisoquinoline trifluoroacetic acid salt 
• 1086400-86-3 2-{(methyl)[3-(3-(piperidin-1-ylmethyl)phenoxy)benzyl]amino}-1-(4-methylsulfanyl-phenyl)-ethan-1-one 
• 1086400-87-4 2-{(methyl)[3-(3-(piperidin-1-ylmethyl)phenoxy)benzyl]amino}-1-(4-(methylsulfanyl)phenyl)ethan-1-ol 
• 1086400-85-2 (methyl)[3-(3-(piperidin-1-ylmethyl)phenoxy)benzyl]amine 
• 1086400-84-1 3-[3-(piperidin-1-ylmethyl)phenoxy]benzaldehyde 
• 859833-21-9 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine 
• 1432450-90-2 N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(3-(piperidin-1-ylmethyl)phenyl)quinazolin-4-amine 
• 1086400-83-0 {3-[3-(piperidin-1-ylmethyl)phenoxy]phenyl}methanol 
• 864277-08-7 N-(3’-(piperidin-1-ylmethyl)-[1,1’-biphenyl]-4-yl)sulfonyl-N’-(5-ethoxycarbonylthiazol-2-yl)piperazine 
• 2905-56-8 N-Benzylpiperidine 

Relevant articles and documents

Synthesis of Biaryls Having a Piperidylmethyl Group Based on Space Integration of Lithiation, Borylation, and Suzuki–Miyaura Coupling

In a flow microreactor, aryllithiums bearing a piperidylmethyl group were generated using nBuLi by precise residence time control and effective temperature control, and then selectively borylated with boronic esters such as 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (BpinOiPr) and trimethyl borate B(OMe)3 by fast mixing. Moreover, the direct integration with Suzuki–Miyaura cross coupling were successfully achieved to obtain nitrogen-containing biaryl compounds. The present method could be applied for the straightforward synthesis of the key intermediate of a bioactive component bearing a piperidylmethyl-biphenyl framework.

Palladium(ii)-catalysed ortho-arylation of N-benzylpiperidines

PdII-catalysed ortho-arylation of benzylic heterocycles with arylboronic acid pinacol esters (Ar-BPin) via directed C-H bond activation to generate the desired biaryl products is reported. This methodology is efficient and applicable to a wide range of functionalised Ar-BPin and benzylic heterocycles, allowing the direct synthesis of important biaryl motifs in modest to good yield. This journal is

Dual serotonin transporter inhibitor/histamine H3 antagonists: Development of rigidified H3 pharmacophores

A series of tetrahydroisoquinolines acting as dual serotonin transporter inhibitor/histamine H3 antagonists is described. The introduction of polar aromatic spacers as part of the histamine H3 pharmacophore was explored. A convergent synthesis of the final products allowing late stage introduction of the aromatic side chain was developed. In vitro and in vivo data are discussed.