199789-65-6

Basic information

• Product Name: N-formyl-6-[2-(2-bromophenyl)ethyl]-1,2,3,4-tetrahydropyridine
• Synonyms: N-formyl-6-[2-(2-bromophenyl)ethyl]-1,2,3,4-tetrahydropyridine
• CAS NO: 199789-65-6
• Molecular Weight: 294.191
• Mol File: 199789-65-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-formyl-6-[2-(2-bromophenyl)ethyl]-1,2,3,4-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: N-formyl-6-[2-(2-bromophenyl)ethyl]-1,2,3,4-tetrahydropyridine(199789-65-6)
• EPA Substance Registry System: N-formyl-6-[2-(2-bromophenyl)ethyl]-1,2,3,4-tetrahydropyridine(199789-65-6)

Safety Data

• Hazardous Substances Data: 199789-65-6(Hazardous Substances Data)

Upstream product

• 89656-61-1 tert-Butyl-[1-(3,4-dihydro-2H-pyridin-1-yl)-meth-(E)-ylidene]-amine 
• 113163-19-2 2-(2'bromophenyl)-1-iodoethane 
• 2183-83-7 methanesulfonic acid 2-(2-bromophenyl)ethyl ester 
• 1074-16-4 2-bromophenylethyl alcohol 

Relevant articles and documents

Aryl Radical Endo Cyclization of Enamidines. Selective Preparation of Trans and Cis Fused Octahydrobenzo[f]quinolines

Aryl radicals from N-protected 6-[2-(2-halophenyl)ethyl]-1,2,3,4-tetrahydropyridines and 6-[3-(2-halophenyl)propyl]-1,2,3,4-tetrahydropyridines undergo intramolecular cyclization onto the enamide/ enamidine double bond by 6-endo and 7-endo closure, respectively. In the 6-endo cyclization the trans/cis ratio of the formed N-protected octahydrobenzo[f]quinoline can be controlled, and selective synthesis of either the trans or the cis isomer can be achieved with triphenyltin hydride and tris(trimethylsilyl)silicon hydride, respectively. In the 7-endo cyclization to N-protected octahydro-1H-benzo[3,4]cyclohepta[1,2-b]pyridine, the trans fused isomer predominates, although the selectivity is low. The oxidized cyclization products, with a restored enamide/enamidine double bond, are formed at low concentrations of tris(trimethylsilyl)silicon hydride.