1176327-18-6

Basic information

• Product Name: tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzylidene)piperidine-1-carboxylate
• Synonyms: tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzylidene)piperidine-1-carboxylate
• CAS NO: 1176327-18-6
• Molecular Weight: 426.351
• Mol File: 1176327-18-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzylidene)piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzylidene)piperidine-1-carboxylate(1176327-18-6)
• EPA Substance Registry System: tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzylidene)piperidine-1-carboxylate(1176327-18-6)

Safety Data

• Hazardous Substances Data: 1176327-18-6(Hazardous Substances Data)

Upstream product

• 1176327-17-5 [4-bromo-3-(2-methoxyethoxy)benzyl](triphenyl)phosphonium bromide 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 2737-19-1 4-bromo-3-hydroxy-benzyl alcohol 
• 1147886-95-0 (4-bromo-3-(2-methoxyethoxy)phenyl)methanol 
• 1176327-16-4 4-Bromo-3-(2-methoxyethoxy)benzyl methanesulfonate 
• 1176327-15-3 4-bromo-3-(2-methoxyethoxy)benzoic acid 

Downstream Products

• 1176327-19-7 tert-butyl 4-(4-bromo-3-(2-methoxyethoxy)benzyl)piperidine-1-carboxylate 
• 1176326-87-6 6-(2-{4-[4-Bromo-3-(2-hydroxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one 
• 1176326-76-3 6-(2-{4-[4-bromo-3-(2-methoxyethoxy)benzyl]piperidin-1-yl}ethyl)-2,3-dihydro-4H-chromen-4-one 
• 1176327-20-0 4-[4-bromo-3-(2-methoxyethoxy)benzyl]piperidine hydrochloride 
• 1176327-31-3 2-[2-Bromo-5-(piperidin-4-ylmethyl)phenoxy]ethanol 
• 1265463-60-2 6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-3-hydroxy-2,3-dihydro-4H-chromen-4-one 
• 1265463-72-6 6-{2-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethyl}-4H-chromen-4-one 
• 1265464-12-7 4-[4-bromo-3-(methoxymethoxy)benzyl]piperidine 
• 1265464-08-1 1-[4-(4-Bromo-3-hydroxybenzyl)piperidin-1-yl]ethanone 
• 1265464-10-5 1-{4-[4-Bromo-3-(methoxymethoxy)benzyl]piperidin-1-yl}ethanone 
• 1265464-14-9 2-bromo-5-(piperidin-4-ylmethyl)phenol 
• 1232867-05-8 tert-butyl 4-(4-bromo-3-hydroxybenzyl)piperidine-1-carboxylate 
• 1232867-09-2 tert-butyl [2-bromo-5-(piperidin-4-ylmethyl)phenoxy]acetate 
• 1232867-07-0 tert-Butyl 4-[4-bromo-3-(2-tert-butoxy-2-oxoethoxy)benzyl]piperidine-1-carboxylate 

Relevant articles and documents

A Second Generation Synthesis of Benzyl Piperidine Derivatives: A Key Intermediate for the Preparation of SERT/5-HT1A Dual Inhibitor

A second generation process for benzyl piperidine 10 is described. By the use of a Horner-Wadsworth-Emmons reaction and selective hydrogenation with Pt/C in ethyl acetate, 2-bromo-5-(hydroxymethyl) phenol 14 was efficiently converted to the compound 10 on a 5 kg scale. A small amount of water was found to be critical to complete the selective hydrogenation with low levels of debrominated byproduct 15. Impurities of the compound 10 were controlled by limiting the quality of 2-bromo-5-(hydroxymethyl) phenol 14 and 1-bromo-2-methoxyethane 15.

BENZYL PIPERIDINE COMPOUND

Provided is a new serotonin-reuptake inhibitor that exhibits affinity for serotonin-1A receptors. Said serotonin-reuptake inhibitor is a compound represented by formula (1) or a pharmacologically acceptable salt thereof. In the formula, R1 represents a hydrogen atom, a 2-hydroxyethyl group, or a 2-methoxyethyl group. R2 represents one of the following bonded to a methylene group which is bonded to a piperidine ring: a chlorine atom bonded in a p-position; a bromine atom bonded in a p-position; a methyl group bonded in a p-position; a chlorine atom bonded in an m-position; or a bromine atom bonded in an m-position. Either Y1 represents a hydrogen atom and Y2 represents a hydrogen atom or a hydroxyl group, or Y1 and Y2 together represent an oxo group. Z represents a group represented by one of the following formulas: formula (3-1-1), formula (3-1-2), formula (3-2-1), formula (3-2-2), formula (3-3-1), formula (3-3-2), formula (3-4-1), or formula (3-4-2). However, if R1 represents a 2-hydroxyethyl group or a 2-methoxyethyl group and Y1 and Y2 both simultaneously represent hydrogen atoms, then Z represents a group represented by one of the following formulas: formula (3-1-2), formula (3-2-1), formula (3-2-2), formula (3-3-1), formula (3-3-2), formula (3-4-1), or formula (3-4-2).