182343-54-0

Basic information

• Product Name: 1-(2-Bromo-benzoyl)-piperidine-2-carboxylic acid methyl ester
• CAS NO: 182343-54-0
• Molecular Weight: 326.19
• Mol File: 182343-54-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(2-Bromo-benzoyl)-piperidine-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Bromo-benzoyl)-piperidine-2-carboxylic acid methyl ester(182343-54-0)
• EPA Substance Registry System: 1-(2-Bromo-benzoyl)-piperidine-2-carboxylic acid methyl ester(182343-54-0)

Safety Data

• Hazardous Substances Data: 182343-54-0(Hazardous Substances Data)

Upstream product

• 4043-87-2 pipecolic Acid 
• 7154-66-7 2-bromobenzoic acid chloride 
• 35677-83-9 methyl pipecolinate 

Downstream Products

• 182343-55-1 Methyl 1-(o-bromobenzoyl)-2-(prop-2-enyl)piperidine-2-carboxylate 
• 182343-56-2 1-(2-Bromo-benzoyl)-2-(2-methyl-allyl)-piperidine-2-carboxylic acid methyl ester 

Relevant articles and documents

Synthesis of bridged azabicyclic compounds using radical translocation reactions of 1-(o-halogenobenzoyl)-2-(prop-2-enyl)-and -(prop-2-ynyl)-piperidines

Methyl 1-(o-bromobenzoyl)-2-(prop-2-enyl)piperidine-2-carboxylate 8a, upon treatment with tributyltin hydride in the presence of azoisobutyronitrile in boiling toluene gave regioselectively the 8-azabicyclo[3.2.1]octane 14a (a 5-exo cyclisation product) in quantitative yield as a diastereomeric mixture (66:34). 1-(o-Bromobenzoyl)-2-(prop-2-enyl)piperidine 13 also gave the 8-azabicyclo-[3.2.1]octane 16 (75% as a diastereomeric mixture), along with the pyrido[2,1-a]isoindolone 17 (10%) and the simple reduction product 18 (5%). 1-(o-Iodobenzoyl)-2-[3-(trimethylsilyl)prop-2-ynyl]piperidine 23 afforded, in addition to the pyrido[2,1-a]isoindolone 25 (18%), the 8-azabicyclo-[3.2.1]octane 24 (75%) which was converted into the 6-oxo derivative 27. For comparison, the behaviour of the azetidine congener 31 was also examined.